Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-10-27 23:28:45 UTC
Update Date2024-04-30 19:30:57 UTC
Metabolite IDMMDBc0000055
Metabolite Identification
Common NameD-Mannose
DescriptionD-Mannose (CAS: 3458-28-4) is a carbohydrate. High-mannose-type oligosaccharides have been shown to play important roles in protein quality control. Several intracellular proteins such as lectins, chaperones, and glycan-processing enzymes, are involved in this process. These include calnexin/calreticulin, UDP-glucose:glycoprotein glucosyltransferase (UGGT), cargo receptors (such as VIP36 and ERGIC-53), mannosidase-like proteins (e.g. EDEM and Htm1p) and ubiquitin ligase (Fbs). They are thought to recognize high-mannose-type glycans with subtly different structures. Mannose-binding lectin (MBL) is an important constituent of the innate immune system. This protein binds through multiple lectin domains to the repeating sugar arrays that decorate many microbial surfaces and is then able to activate the complement system through a specific protease called MBL-associated protease-2. The primary pathway for the formation of L-fucose in procaryotic and eucaryotic cells is from D-mannose via an internal oxidation-reduction and then epimerization of GDP-D-mannose to produce GDP-L-fucose (PMID: 9488699 , 16154739 , 11414367 ).
Structure
Synonyms
ValueSource
alpha-D-ManChEBI
a-D-ManGenerator
α-D-ManGenerator
a-D-MannoseGenerator
α-D-MannoseGenerator
alpha-D-MannopyranoseChEBI
a-D-MannopyranoseGenerator
α-D-MannopyranoseGenerator
(+)-MannoseHMDB
CarubinoseHMDB
D(+)-MannoseHMDB
MannoseHMDB
SeminoseHMDB
alpha-D-MannoseHMDB
alpha-MannoseHMDB
α-MannoseHMDB
Molecular FormulaC6H12O6
Average Mass180.1559
Monoisotopic Mass180.063388116
IUPAC Name(2S,3S,4S,5S,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol
Traditional Nameα-D-mannose
CAS Registry Number3458-28-4
SMILES
OC[C@H]1O[C@H](O)[C@@H](O)[C@@H](O)[C@@H]1O
InChI Identifier
InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5+,6+/m1/s1
InChI KeyWQZGKKKJIJFFOK-PQMKYFCFSA-N