56224
L-(+)-Gulose
≥98.0% (HPLC)
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About This Item
Empirical Formula (Hill Notation):
C6H12O6
CAS Number:
Molecular Weight:
180.16
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352201
EC Number:
227-897-3
MDL number:
InChI key
WQZGKKKJIJFFOK-QRXFDPRISA-N
InChI
1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3+,4-,5-,6?/m0/s1
SMILES string
OC[C@@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O
assay
≥98.0% (HPLC)
optical activity
[α]/D +23.0±2°, 24 hr, c = 0.5% in H2O
storage temp.
room temp
Application
L-(+)-Gulose, a rare aldohexose sugar C-3 epimer of galactose, is used in the development of various drugs and to glycosylate alginates. L-(+)-Gulose is a substrate of GDP-mannose 3′,5′-epimerase in plants and may be a precursor of L-ascorbic acid in plants.
Other Notes
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Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves
Regulatory Information
涉药品监管产品
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Daniele Castagnolo et al.
Carbohydrate research, 344(11), 1285-1288 (2009-06-09)
An efficient and stereoselective synthesis of D,L-gulose was described. The key step of the synthetic route is represented by a multicomponent enyne cross metathesis-hetero Diels-Alder reaction which allows the formation of the pyran ring from cheap and commercially available substrates
Jasper Dinkelaar et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 14(30), 9400-9411 (2008-09-05)
The glycosylation properties of gulopyranosides have been mapped out, and it is shown that gulose has an intrinsic preference for the formation of 1,2-cis-glycosidic bonds. It is postulated that this glycosylation behaviour originates from nucleophilic attack at the oxacarbenium ion
J M Harris et al.
Carbohydrate research, 328(1), 17-36 (2000-09-27)
An expeditious approach to various protected hexoses has been developed by the use of the Sharpless catalytic asymmetric dihydroxylation reaction. Applying the Sharpless catalytic asymmetric dihydroxylation reaction on vinylfuran, diols with high enantioexcess are produced. The resulting diols can be
G Livesey et al.
The Journal of nutrition, 125(12), 3020-3029 (1995-12-01)
Can L-sugars contribute to whole body energy metabolism? Energy balance studies were undertaken in rats fed L-sugars at a rate of 10 g/100 g basal diet. Partial metabolizable energy values (MEVp) during the last 28 of 56 d while consuming
Teruhide Sugisawa et al.
Bioscience, biotechnology, and biochemistry, 69(3), 659-662 (2005-03-24)
Ketogulonicigenium vulgare DSM 4025, known as a 2-keto-L-gulonic acid producing strain from L-sorbose via L-sorbosone, surprisingly produced L-ascorbic acid from D-sorbitol, L-sorbose, L-gulose, and L-sorbosone as the substrate under a growing or resting condition. As the best result, K. vulgare
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