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Merck
CN

56224

L-(+)-Gulose

≥98.0% (HPLC)

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经验公式(希尔记法):
C6H12O6
化学文摘社编号:
分子量:
180.16
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352201
EC Number:
227-897-3
MDL number:
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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

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

存储类别

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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
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
G E Driver et al.
Carbohydrate research, 334(2), 81-89 (2001-08-15)
Displacement of the tosyloxy group in 5-O-benzyl-1,2-O-isopropylidene-4-O-(p-toluenesulfonyl)-alpha-D-glucoseptanose has yielded derivatives of 1,2-O-isopropylidene-alpha-D-galactoseptanose. Acid catalysed acetonation then gave 1,2:3,4-di-O-isopropylidene-alpha-D-galactoseptanose or 1,2;4,5-di-O-isopropylidene-alpha-D-galactoseptanose using lower acid concentrations. Reduction of the ketone derived from 1,2:3,4-O-isopropylidene-alpha-D-septanose gave 1,2;3,4-di-O-isopropylidene-beta-L-altroseptanose. Reaction of 3,4-anhydro-5-O-benzyl-1,2-O-isopropylidene-alpha-D-galactoseptanose with sodium methoxide gave
Taku Shibue et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 16(38), 11678-11688 (2010-08-25)
The total syntheses of tetrapeptides tubulysins D (1 b), U (1 c), and V (1 d), which are potent tubulin polymerization inhibitors, are described. The synthesis of Tuv (2), an unusual amino acid constituent of tubulysins, includes an 1,3-dipolar cycloaddition reaction of chiral nitrone

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