MiMeDB: Showing metabocard for D-Fructofuranose (MMDBc0000293)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-10-28 00:08:54 UTC

Update Date

2022-08-31 00:17:13 UTC

Metabolite ID

MMDBc0000293

Metabolite Identification

Common Name

D-Fructofuranose

Description

D-Fructose, also known as fruit sugar or levulose, belongs to the class of organic compounds known as c-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a C-glycosidic bond. D-Fructose is an extremely weak basic (essentially neutral) compound (based on its pKa). Within humans, D-fructose participates in a number of enzymatic reactions. In particular, D-fructose can be biosynthesized from sorbitol; which is catalyzed by the enzyme sorbitol dehydrogenase. In addition, D-fructose can be biosynthesized from β-D-fructose 2-phosphate; which is mediated by the enzyme 14 kda phosphohistidine phosphatase. Inulin from dandelion roots has also been used as a source. In humans, D-fructose is involved in fructose intolerance, hereditary. D-Fructose is an odorless tasting compound. Outside of the human body, D-Fructose is found, on average, in the highest concentration within a few different foods, such as honey, agaves, and dates and in a lower concentration in white cabbages, italian sweet red peppers, and tortilla. D-Fructose has also been detected, but not quantified in, several different foods, such as fruit preserves, malus (crab apple), groundcherries, carp breams, and crayfish. This could make D-fructose a potential biomarker for the consumption of these foods. D-Fructose occurs in honey and a large number of fruits, particularly apples and tomatoes. It is fluid and nutrient replenisher, and nutritive sweetener. D-Fructose is also found in many other foods, some of which are sweet cherry, anise, and tinda. Present in polymeric form in the inulins, the energy reserve polysaccharides of many plants, e.g. dahlia and Jerusalem artichoke tubers.

Structure

MOL SDF PDB SMILES InChI

HEADER    PROTEIN                                 30-JUL-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-JUL-19         0                                  
HETATM    1  C   UNK     0      25.688 -16.394   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      25.220 -17.818   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      24.412 -15.470   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      26.766 -15.291   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      27.099 -16.907   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      23.668 -17.818   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      26.124 -19.075   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      23.167 -16.362   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      28.171 -15.939   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      22.769 -19.082   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      21.698 -15.900   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      20.774 -17.138   0.000  0.00  0.00           O+0
CONECT    1    2    3    4    5                                             
CONECT    2    1    6    7                                                  
CONECT    3    1    8                                                       
CONECT    4    1    9                                                       
CONECT    5    1                                                            
CONECT    6    2   10    8                                                  
CONECT    7    2                                                            
CONECT    8    3   11    6                                                  
CONECT    9    4                                                            
CONECT   10    6                                                            
CONECT   11    8   12                                                       
CONECT   12   11                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

Synonyms

Value	Source
D-Arabino-hexulose	ChEBI
Fruit sugar	ChEBI
Levulose	ChEBI
D-Fructose	ChEBI
Baxter brand OF fructose	MeSH
Bieffe brand OF fructose	MeSH
Ern brand OF fructose	MeSH
Fleboplast levulosa	MeSH
Levulosa	MeSH
Levulosa braun	MeSH
Levulosa grifols	MeSH
Levulosa ife	MeSH
Levulosa mein	MeSH
Levulosa, fleboplast	MeSH
levulosado Bieffe medit	MeSH
Braun brand OF fructose	MeSH
instituto farmacologico Brand OF fructose	MeSH
Levulosa baxter	MeSH
levulosado Braun	MeSH
Fresenius kabi brand OF fructose	MeSH
Fructose	MeSH
Grifols brand OF fructose	MeSH
Apir levulosa	MeSH
Levulosa ibys	MeSH
Levulosa, apir	MeSH
levulosado Vitulia	MeSH
Plast apyr levulosa mein	MeSH

Molecular Formula

C₆H₁₂O₆

Average Mass

180.1559

Monoisotopic Mass

180.063388116

IUPAC Name

(3S,4S,5R)-2,5-bis(hydroxymethyl)oxolane-2,3,4-triol

Traditional Name

fruit sugar

CAS Registry Number

57-48-7

SMILES

OC[C@H]1OC(O)(CO)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C6H12O6/c7-1-3-4(9)5(10)6(11,2-8)12-3/h3-5,7-11H,1-2H2/t3-,4-,5+,6?/m1/s1

InChI Key

RFSUNEUAIZKAJO-VRPWFDPXSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as c-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a C-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

C-glycosyl compounds

Alternative Parents

Substituents

C-glycosyl compound
Pentose monosaccharide
Monosaccharide
Tetrahydrofuran
Secondary alcohol
Hemiacetal
Oxacycle
Organoheterocyclic compound
Polyol
Hydrocarbon derivative
Primary alcohol
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

D-fructose (CHEBI:37721 )
fructofuranose (CHEBI:37721 )
Ketoses (C00095 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-2.8	ChemAxon
pKa (Strongest Acidic)	10.28	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	110.38 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	36.36 m³·mol⁻¹	ChemAxon
Polarizability	16.28 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-2900000000-e83683f33312f7b8a1e1	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03e9-4900000000-c14d4be56a78c5647ddc	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-05a7-9100000000-0fb431a2d8f04450b6a0	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-3900000000-2255549937d454d405a0	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01ta-2900000000-b640e9d3b37f0787f857	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9100000000-a51d0897073ec10f04bd	2015-09-15	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0013078	D-Mannitol	D-Fructose	Mannitol dehydrogenase DSF1	Dehydrogenation	RHEA	34755880
MMDBr0013282	D-Fructose	5-Keto-D-fructose	Fructose 5-dehydrogenase [NADP(+)]	Dehydrogenation	RHEA	34755880
MMDBr0013500	Adenosine triphosphate	ADP	Hexokinase	Phosphorylation	RHEA	34755880
MMDBr0013501	Adenosine triphosphate	ADP	Hexokinase	Phosphorylation	RHEA	34755880
MMDBr0013561	D-Mannitol	D-Fructose	NADP-dependent mannitol dehydrogenase	Dehydrogenation	RHEA	34755880
MMDBr0013562	D-Mannitol	D-Fructose	NADP-dependent mannitol dehydrogenase	Dehydrogenation	RHEA	34755880
MMDBr0013563	D-Fructose	D-Mannitol	NADP-dependent mannitol dehydrogenase	Dehydrogenation	RHEA	34755880
MMDBr0014014	D-Fructose	Gluconolactone	Glucose--fructose oxidoreductase	Redox reaction	RHEA	34755880
MMDBr0014224	D-Mannose	D-Fructose	D-mannose isomerase	Isomerization	RHEA	34755880
MMDBr0014410	Phosphate	Glucose 1-phosphate	Sucrose phosphorylase	Phosphorylation	RHEA	34755880
MMDBr0014411	Phosphate	Glucose 1-phosphate	Sucrose phosphorylase	Phosphorylation	RHEA	34755880
MMDBr0014412	Glucose 1-phosphate	Phosphate	Sucrose phosphorylase	Phosphorylation	RHEA	34755880
MMDBr0015420	beta-D-fructose 1-phosphate	D-Fructose	Damage-control phosphatase YMR027W	Dephosphorylation	RHEA	34755880
MMDBr0016781	ADP-alpha-D-glucose	ADP	Sucrose synthase	Synthesis	RHEA	34755880
MMDBr0017048	Adenosine triphosphate	ADP	Fructose import ATP-binding protein FrcA	Transport	RHEA	34755880
MMDBr0017049	Adenosine triphosphate	ADP	Fructose import ATP-binding protein FrcA	Transport	RHEA	34755880
MMDBr0024529	D-Fructofuranose	Hydrogen Ion	Sucrose synthase	Synthesis	RHEA	34755880
MMDBr0024607	Sucrose	D-Fructofuranose	Dextransucrase 1	Transfer of a glucosyl group	RHEA	34755880
MMDBr0024786	Sucrose	D-Fructofuranose	Amylosucrase	Synthesis of alpha-glucan from sucrose	RHEA	34755880
MMDBr0025318	D-Fructofuranose	L-Histidine	PTS system fructose-specific EIIB component	Phosphorylation	RHEA	34755880

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Firmicutes	87	Human stool; Human ; Human feces; Human vaginal fluid; Human subgingival plaque; Human saliva; Goat feces; Sheep feces; Human mucosa; Human sputum; Human urine; Human supragingival plaque	Microbial culture
Bacteria	Bacteroidetes	17	Human saliva; Human ; Human subgingival plaque; Human feces; Human stool; Human urine	Microbial culture
Eukaryota	Apicomplexa	1		Microbial culture
Bacteria	Proteobacteria	19	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool; Human sputum; Human subgingival plaque	Microbial culture
Archaea	Crenarchaeota	1	Human feces	Microbial culture
Bacteria	Deinococcus-thermus	3		Microbial culture
Bacteria	Actinobacteria	12	Human ; Human feces; Human urine; Human mucosa; Human supragingival plaque; Human subgingival plaque; Human saliva	Microbial culture
Bacteria	Ignavibacteriae	1	Human	Microbial culture
Eukaryota/Fungi	Ascomycota	21	Human feces; Human saliva; Human supragingival plaque	Microbial culture
Bacteria	Tenericutes	1		Microbial culture
Bacteria	Chloroflexi	1		Microbial culture
Bacteria	Fusobacteria	2	Human ; Human feces	Microbial culture
Bacteria	Spirochaetes	2		Microbial culture
Eukaryota	Parabasalia	1		Microbial culture
Eukaryota/Fungi	Basidiomycota	2	Human feces
Bacteria/NULL	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool; Human sputum; Human subgingival plaque	Microbial culture
Bacteria	Cyanobacteria	1

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB012528

KNApSAcK ID

C00001117

Chemspider ID

Not Available

KEGG Compound ID

C00095

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Fructose

METLIN ID

Not Available

PubChem Compound

439163

PDB ID

Not Available

ChEBI ID

37721

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Chen G, Russell JB: More monensin-sensitive, ammonia-producing bacteria from the rumen. Appl Environ Microbiol. 1989 May;55(5):1052-7. doi: 10.1128/AEM.55.5.1052-1057.1989. [PubMed:2757371 ]
Brenner DJ, Hollis DG, Fanning GR, Weaver RE: Capnocytophaga canimorsus sp. nov. (formerly CDC group DF-2), a cause of septicemia following dog bite, and C. cynodegmi sp. nov., a cause of localized wound infection following dog bite. J Clin Microbiol. 1989 Feb;27(2):231-5. doi: 10.1128/JCM.27.2.231-235.1989. [PubMed:2915017 ]
Smith CK 2nd, Lee DE: Monosaccharide transport by Eimeria tenella sporozoites. J Parasitol. 1986 Feb;72(1):163-9. [PubMed:3712172 ]
Jensen NS, Canale-Parola E: Bacteroides pectinophilus sp. nov. and Bacteroides galacturonicus sp. nov.: two pectinolytic bacteria from the human intestinal tract. Appl Environ Microbiol. 1986 Oct;52(4):880-7. doi: 10.1128/AEM.52.4.880-887.1986. [PubMed:3777933 ]
Sharpe ME, Garvie EI, Tilbury RH: Some slime-forming heterofermentative species of the genus Lactobacillus. Appl Microbiol. 1972 Feb;23(2):389-97. [PubMed:4259626 ]
Herbeck JL, Bryant MP: Nutritional features of the intestinal anaerobe Ruminococcus bromii. Appl Microbiol. 1974 Dec;28(6):1018-22. [PubMed:4451362 ]
Chesneau O, Morvan A, Grimont F, Labischinski H, el Solh N: Staphylococcus pasteuri sp. nov., isolated from human, animal, and food specimens. Int J Syst Bacteriol. 1993 Apr;43(2):237-44. doi: 10.1099/00207713-43-2-237. [PubMed:8098615 ]
Moore LV, Moore WE: Oribaculum catoniae gen. nov., sp. nov.; Catonella morbi gen. nov., sp. nov.; Hallella seregens gen. nov., sp. nov.; Johnsonella ignava gen. nov., sp. nov.; and Dialister pneumosintes gen. nov., comb. nov., nom. rev., Anaerobic gram-negative bacilli from the human gingival crevice. Int J Syst Bacteriol. 1994 Apr;44(2):187-92. doi: 10.1099/00207713-44-2-187. [PubMed:8186083 ]
Willems A, Moore WE, Weiss N, Collins MD: Phenotypic and phylogenetic characterization of some Eubacterium-like isolates containing a novel type B wall murein from human feces: description of Holdemania filiformis gen. nov., sp. nov. Int J Syst Bacteriol. 1997 Oct;47(4):1201-4. doi: 10.1099/00207713-47-4-1201. [PubMed:9336928 ]
Gosink JJ, Woese CR, Staley JT: Polaribacter gen. nov., with three new species, P. irgensii sp. nov., P. franzmannii sp. nov. and P. filamentus sp. nov., gas vacuolate polar marine bacteria of the Cytophaga-Flavobacterium-Bacteroides group and reclassification of 'Flectobacillus glomeratus' as Polaribacter glomeratus comb. nov. Int J Syst Bacteriol. 1998 Jan;48 Pt 1:223-35. doi: 10.1099/00207713-48-1-223. [PubMed:9542092 ]
Guettler MV, Rumler D, Jain MK: Actinobacillus succinogenes sp. nov., a novel succinic-acid-producing strain from the bovine rumen. Int J Syst Bacteriol. 1999 Jan;49 Pt 1:207-16. doi: 10.1099/00207713-49-1-207. [PubMed:10028265 ]
Albers SV, Elferink MG, Charlebois RL, Sensen CW, Driessen AJ, Konings WN: Glucose transport in the extremely thermoacidophilic Sulfolobus solfataricus involves a high-affinity membrane-integrated binding protein. J Bacteriol. 1999 Jul;181(14):4285-91. doi: 10.1128/JB.181.14.4285-4291.1999. [PubMed:10400586 ]
Chung AP, Rainey FA, Valente M, Nobre MF, da Costa MS: Thermus igniterrae sp. nov. and Thermus antranikianii sp. nov., two new species from Iceland. Int J Syst Evol Microbiol. 2000 Jan;50 Pt 1:209-217. doi: 10.1099/00207713-50-1-209. [PubMed:10826806 ]
Kageyama A, Benno Y: Catenibacterium mitsuokai gen. nov., sp. nov., a gram-positive anaerobic bacterium isolated from human faeces. Int J Syst Evol Microbiol. 2000 Jul;50 Pt 4:1595-1599. doi: 10.1099/00207713-50-4-1595. [PubMed:10939666 ]
Kageyama A, Benno Y: Emendation of genus Collinsella and proposal of Collinsella stercoris sp. nov. and Collinsella intestinalis sp. nov. Int J Syst Evol Microbiol. 2000 Sep;50 Pt 5:1767-1774. doi: 10.1099/00207713-50-5-1767. [PubMed:11034485 ]
Fardeau ML, Magot M, Patel BK, Thomas P, Garcia JL, Ollivier B: Thermoanaerobacter subterraneus sp. nov., a novel thermophile isolated from oilfield water. Int J Syst Evol Microbiol. 2000 Nov;50 Pt 6:2141-2149. doi: 10.1099/00207713-50-6-2141. [PubMed:11155990 ]
Vancanneyt M, Snauwaert C, Cleenwerck I, Baele M, Descheemaeker P, Goossens H, Pot B, Vandamme P, Swings J, Haesebrouck F, Devriese LA: Enterococcus villorum sp. nov., an enteroadherent bacterium associated with diarrhoea in piglets. Int J Syst Evol Microbiol. 2001 Mar;51(Pt 2):393-400. doi: 10.1099/00207713-51-2-393. [PubMed:11321084 ]
Svec P, Devriese LA, Sedlacek I, Baele M, Vancanneyt M, Haesebrouck F, Swings J, Doskar J: Enterococcus haemoperoxidus sp. nov. and Enterococcus moraviensis sp. nov., isolated from water. Int J Syst Evol Microbiol. 2001 Jul;51(Pt 4):1567-1574. doi: 10.1099/00207713-51-4-1567. [PubMed:11491359 ]
Whitford MF, Yanke LJ, Forster RJ, Teather RM: Lachnobacterium bovis gen. nov., sp. nov., a novel bacterium isolated from the rumen and faeces of cattle. Int J Syst Evol Microbiol. 2001 Nov;51(Pt 6):1977-81. doi: 10.1099/00207713-51-6-1977. [PubMed:11760937 ]
Chamkha M, Labat M, Patel BK, Garcia JL: Isolation of a cinnamic acid-metabolizing Clostridium glycolicum strain from oil mill wastewaters and emendation of the species description. Int J Syst Evol Microbiol. 2001 Nov;51(Pt 6):2049-2054. doi: 10.1099/00207713-51-6-2049. [PubMed:11760946 ]
Steer T, Collins MD, Gibson GR, Hippe H, Lawson PA: Clostridium hathewayi sp. nov., from human faeces. Syst Appl Microbiol. 2001 Nov;24(3):353-7. doi: 10.1078/0723-2020-00044. [PubMed:11822669 ]
Taras D, Simmering R, Collins MD, Lawson PA, Blaut M: Reclassification of Eubacterium formicigenerans Holdeman and Moore 1974 as Dorea formicigenerans gen. nov., comb. nov., and description of Dorea longicatena sp. nov., isolated from human faeces. Int J Syst Evol Microbiol. 2002 Mar;52(Pt 2):423-428. doi: 10.1099/00207713-52-2-423. [PubMed:11931151 ]
Lawson PA, Falsen E, Inganas E, Weyant RS, Collins MD: Dysgonomonas mossii sp. nov., from human sources. Syst Appl Microbiol. 2002 Aug;25(2):194-7. doi: 10.1078/0723-2020-00107. [PubMed:12353872 ]
Duncan SH, Hold GL, Harmsen HJM, Stewart CS, Flint HJ: Growth requirements and fermentation products of Fusobacterium prausnitzii, and a proposal to reclassify it as Faecalibacterium prausnitzii gen. nov., comb. nov. Int J Syst Evol Microbiol. 2002 Nov;52(Pt 6):2141-2146. doi: 10.1099/00207713-52-6-2141. [PubMed:12508881 ]
Hall V, Collins MD, Lawson PA, Hutson RA, Falsen E, Inganas E, Duerden B: Characterization of some actinomyces-like isolates from human clinical sources: description of Varibaculum cambriensis gen nov, sp nov. J Clin Microbiol. 2003 Feb;41(2):640-4. doi: 10.1128/jcm.41.2.640-644.2003. [PubMed:12574260 ]
Greetham HL, Gibson GR, Giffard C, Hippe H, Merkhoffer B, Steiner U, Falsen E, Collins MD: Clostridium colicanis sp. nov., from canine faeces. Int J Syst Evol Microbiol. 2003 Jan;53(Pt 1):259-262. doi: 10.1099/ijs.0.02260-0. [PubMed:12656182 ]
Law-Brown J, Meyers PR: Enterococcus phoeniculicola sp. nov., a novel member of the enterococci isolated from the uropygial gland of the Red-billed Woodhoopoe, Phoeniculus purpureus. Int J Syst Evol Microbiol. 2003 May;53(Pt 3):683-685. doi: 10.1099/ijs.0.02334-0. [PubMed:12807187 ]
Cho JC, Giovannoni SJ: Parvularcula bermudensis gen. nov., sp. nov., a marine bacterium that forms a deep branch in the alpha-Proteobacteria. Int J Syst Evol Microbiol. 2003 Jul;53(Pt 4):1031-1036. doi: 10.1099/ijs.0.02566-0. [PubMed:12892122 ]
BRYANT MP: The characteristics of strains of Selenomonas isolated from bovine rumen contents. J Bacteriol. 1956 Aug;72(2):162-7. doi: 10.1128/JB.72.6.16.2-727.1956. [PubMed:13366893 ]
Lawson PA, Song Y, Liu C, Molitoris DR, Vaisanen ML, Collins MD, Finegold SM: Anaerotruncus colihominis gen. nov., sp. nov., from human faeces. Int J Syst Evol Microbiol. 2004 Mar;54(Pt 2):413-417. doi: 10.1099/ijs.0.02653-0. [PubMed:15023953 ]
De Clerck E, Rodriguez-Diaz M, Forsyth G, Lebbe L, Logan NA, DeVos P: Polyphasic characterization of Bacillus coagulans strains, illustrating heterogeneity within this species, and emended description of the species. Syst Appl Microbiol. 2004 Feb;27(1):50-60. doi: 10.1078/0723-2020-00250. [PubMed:15053321 ]
Kim KK, Kim MK, Lim JH, Park HY, Lee ST: Transfer of Chryseobacterium meningosepticum and Chryseobacterium miricola to Elizabethkingia gen. nov. as Elizabethkingia meningoseptica comb. nov. and Elizabethkingia miricola comb. nov. Int J Syst Evol Microbiol. 2005 May;55(Pt 3):1287-1293. doi: 10.1099/ijs.0.63541-0. [PubMed:15879269 ]
Saha P, Chakrabarti T: Emticicia oligotrophica gen. nov., sp. nov., a new member of the family 'Flexibacteraceae', phylum Bacteroidetes. Int J Syst Evol Microbiol. 2006 May;56(Pt 5):991-995. doi: 10.1099/ijs.0.64086-0. [PubMed:16627643 ]
Holmstrom K, Collins MD, Moller T, Falsen E, Lawson PA: Subdoligranulum variabile gen. nov., sp. nov. from human feces. Anaerobe. 2004 Jun;10(3):197-203. doi: 10.1016/j.anaerobe.2004.01.004. [PubMed:16701519 ]
Falony G, Vlachou A, Verbrugghe K, De Vuyst L: Cross-feeding between Bifidobacterium longum BB536 and acetate-converting, butyrate-producing colon bacteria during growth on oligofructose. Appl Environ Microbiol. 2006 Dec;72(12):7835-41. doi: 10.1128/AEM.01296-06. Epub 2006 Oct 20. [PubMed:17056678 ]
Hosoya S, Yokota A: Reclassification of Flexibacter aggregans (Lewin 1969) Leadbetter 1974 as a later heterotypic synonym of Flexithrix dorotheae Lewin 1970. Int J Syst Evol Microbiol. 2007 May;57(Pt 5):1086-1088. doi: 10.1099/ijs.0.64798-0. [PubMed:17473264 ]
Moon CD, Pacheco DM, Kelly WJ, Leahy SC, Li D, Kopecny J, Attwood GT: Reclassification of Clostridium proteoclasticum as Butyrivibrio proteoclasticus comb. nov., a butyrate-producing ruminal bacterium. Int J Syst Evol Microbiol. 2008 Sep;58(Pt 9):2041-5. doi: 10.1099/ijs.0.65845-0. [PubMed:18768601 ]
Ogg CD, Patel BK: Caloramator australicus sp. nov., a thermophilic, anaerobic bacterium from the Great Artesian Basin of Australia. Int J Syst Evol Microbiol. 2009 Jan;59(Pt 1):95-101. doi: 10.1099/ijs.0.000802-0. [PubMed:19126731 ]
Papagianni M, Anastasiadou S: Pediocins: The bacteriocins of Pediococci. Sources, production, properties and applications. Microb Cell Fact. 2009 Jan 8;8:3. doi: 10.1186/1475-2859-8-3. [PubMed:19133115 ]
Bjornsdottir SH, Petursdottir SK, Hreggvidsson GO, Skirnisdottir S, Hjorleifsdottir S, Arnfinnsson J, Kristjansson JK: Thermus islandicus sp. nov., a mixotrophic sulfur-oxidizing bacterium isolated from the Torfajokull geothermal area. Int J Syst Evol Microbiol. 2009 Dec;59(Pt 12):2962-6. doi: 10.1099/ijs.0.007013-0. Epub 2009 Jul 23. [PubMed:19628590 ]
Iino T, Mori K, Uchino Y, Nakagawa T, Harayama S, Suzuki KI: Ignavibacterium album gen. nov., sp. nov., a moderately thermophilic anaerobic bacterium isolated from microbial mats at a terrestrial hot spring and proposal of Ignavibacteria classis nov., for a novel lineage at the periphery of green sulfur bacteria. Int J Syst Evol Microbiol. 2010 Jun;60(Pt 6):1376-1382. doi: 10.1099/ijs.0.012484-0. Epub 2009 Aug 11. [PubMed:19671715 ]
McBride MJ, Xie G, Martens EC, Lapidus A, Henrissat B, Rhodes RG, Goltsman E, Wang W, Xu J, Hunnicutt DW, Staroscik AM, Hoover TR, Cheng YQ, Stein JL: Novel features of the polysaccharide-digesting gliding bacterium Flavobacterium johnsoniae as revealed by genome sequence analysis. Appl Environ Microbiol. 2009 Nov;75(21):6864-75. doi: 10.1128/AEM.01495-09. Epub 2009 Aug 28. [PubMed:19717629 ]
Askew C, Sellam A, Epp E, Hogues H, Mullick A, Nantel A, Whiteway M: Transcriptional regulation of carbohydrate metabolism in the human pathogen Candida albicans. PLoS Pathog. 2009 Oct;5(10):e1000612. doi: 10.1371/journal.ppat.1000612. Epub 2009 Oct 9. [PubMed:19816560 ]
Rey FE, Faith JJ, Bain J, Muehlbauer MJ, Stevens RD, Newgard CB, Gordon JI: Dissecting the in vivo metabolic potential of two human gut acetogens. J Biol Chem. 2010 Jul 16;285(29):22082-90. doi: 10.1074/jbc.M110.117713. Epub 2010 May 5. [PubMed:20444704 ]
Lazarev VN, Levitskii SA, Basovskii YI, Chukin MM, Akopian TA, Vereshchagin VV, Kostrjukova ES, Kovaleva GY, Kazanov MD, Malko DB, Vitreschak AG, Sernova NV, Gelfand MS, Demina IA, Serebryakova MV, Galyamina MA, Vtyurin NN, Rogov SI, Alexeev DG, Ladygina VG, Govorun VM: Complete genome and proteome of Acholeplasma laidlawii. J Bacteriol. 2011 Sep;193(18):4943-53. doi: 10.1128/JB.05059-11. Epub 2011 Jul 22. [PubMed:21784942 ]
Boden R: Emended description of the genus Methylophaga Janvier et al. 1985. Int J Syst Evol Microbiol. 2012 Jul;62(Pt 7):1644-1646. doi: 10.1099/ijs.0.033639-0. Epub 2011 Sep 2. [PubMed:21890722 ]
Zbinden A, Mueller NJ, Tarr PE, Sproer C, Keller PM, Bloemberg GV: Streptococcus tigurinus sp. nov., isolated from blood of patients with endocarditis, meningitis and spondylodiscitis. Int J Syst Evol Microbiol. 2012 Dec;62(Pt 12):2941-2945. doi: 10.1099/ijs.0.038299-0. Epub 2012 Feb 21. [PubMed:22357776 ]
Downes J, Dewhirst FE, Tanner ACR, Wade WG: Description of Alloprevotella rava gen. nov., sp. nov., isolated from the human oral cavity, and reclassification of Prevotella tannerae Moore et al. 1994 as Alloprevotella tannerae gen. nov., comb. nov. Int J Syst Evol Microbiol. 2013 Apr;63(Pt 4):1214-1218. doi: 10.1099/ijs.0.041376-0. Epub 2012 Jun 29. [PubMed:22753527 ]
Ruan J: [Bergey's Manual of Systematic Bacteriology (second edition) Volume 5 and the study of Actinomycetes systematic in China]. Wei Sheng Wu Xue Bao. 2013 Jun 4;53(6):521-30. [PubMed:24028053 ]
Tohno M, Kitahara M, Matsuyama S, Kimura K, Ohkuma M, Tajima K: Aerococcus vaginalis sp. nov., isolated from the vaginal mucosa of a beef cow, and emended descriptions of Aerococcus suis, Aerococcus viridans, Aerococcus urinaeequi, Aerococcus urinaehominis, Aerococcus urinae, Aerococcus christensenii and Aerococcus sanguinicola. Int J Syst Evol Microbiol. 2014 Apr;64(Pt 4):1229-1236. doi: 10.1099/ijs.0.058081-0. Epub 2014 Jan 13. [PubMed:24421273 ]
Theriot CM, Koenigsknecht MJ, Carlson PE Jr, Hatton GE, Nelson AM, Li B, Huffnagle GB, Z Li J, Young VB: Antibiotic-induced shifts in the mouse gut microbiome and metabolome increase susceptibility to Clostridium difficile infection. Nat Commun. 2014;5:3114. doi: 10.1038/ncomms4114. [PubMed:24445449 ]
Houghton KM, Morgan XC, Lagutin K, MacKenzie AD, Vyssotskii M, Mitchell KA, McDonald IR, Morgan HW, Power JF, Moreau JW, Hanssen E, Stott MB: Thermorudis pharmacophila sp. nov., a novel member of the class Thermomicrobia isolated from geothermal soil, and emended descriptions of Thermomicrobium roseum, Thermomicrobium carboxidum, Thermorudis peleae and Sphaerobacter thermophilus. Int J Syst Evol Microbiol. 2015 Dec;65(12):4479-4487. doi: 10.1099/ijsem.0.000598. Epub 2015 Sep 14. [PubMed:26374291 ]

Showing metabocard for D-Fructofuranose (MMDBc0000293)

MOL for #<Metabolite:0x000055d249feaee0>

3D MOL for #<Metabolite:0x000055d249feaee0>

3D SDF for #<Metabolite:0x000055d249feaee0>

3D-SDF for #<Metabolite:0x000055d249feaee0>

PDB for #<Metabolite:0x000055d249feaee0>

3D PDB for #<Metabolite:0x000055d249feaee0>

SMILES for #<Metabolite:0x000055d249feaee0>

INCHI for #<Metabolite:0x000055d249feaee0>

Structure for #<Metabolite:0x000055d249feaee0>

3D Structure for #<Metabolite:0x000055d249feaee0>