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Safety Information

464058

Sigma-Aldrich

D-Glucal

96%

Synonym(s):

1,5-Anhydro-2-deoxy-D-arabino-hex-1-enitol

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About This Item

Empirical Formula (Hill Notation):
C6H10O4
CAS Number:
13265-84-4
Molecular Weight:
146.14
EC Number:
236-259-3
MDL number:
MFCD09039277
UNSPSC Code:
12352201
PubChem Substance ID:
24870132
NACRES:
NA.22

Quality Level

100

Assay

96%

form

solid

optical activity

[α]21/D −7°, c = 1.9 in H2O

impurities

<1% methyl alcohol

mp

58-60 °C (lit.)

storage temp.

2-8°C

SMILES string

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

InChI

1S/C6H10O4/c7-3-5-6(9)4(8)1-2-10-5/h1-2,4-9H,3H2/t4-,5-,6+/m1/s1

InChI key

YVECGMZCTULTIS-PBXRRBTRSA-N

Related Categories

Application

Important building block for both solution- and solid-phase synthesis of oligosaccharides.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

新产品

Certificates of Analysis (COA)

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Xi-Kai Cui et al.
Carbohydrate research, 358, 19-22 (2012-08-03)
2-Deoxyglycosides were synthesized in high α-selectivity by the direct addition of alcohols to D-glucal and D-galactal catalyzed by TMSI and PPh(3). The acid labile isopropylidene group is tolerated under this condition.
A possible catalytic role of pyridoxal-5'-phosphate in a general acid base catalyzed reaction of D-glucal with glycogen phosphorylases.
E J Helmreich et al.
Progress in clinical and biological research, 102 Pt C, 23-35 (1982-01-01)
Syed Khalid Yousuf et al.
The Journal of organic chemistry, 75(9), 3097-3100 (2010-04-13)
Novel one-pot three- and four-component transformations of D-glucal to furan-based hydroxy triazole glycoconjugates have been achieved by sequential addition of reagents in the presence of Cu(OTf)(2)-Cu powder as catalysts. In general the carbohydrate-derived products were formed with high diastereomeric purity.
Y Nagumo et al.
Bioorganic & medicinal chemistry letters, 11(15), 2037-2040 (2001-07-17)
Monoclonal antibodies (mAbs), 4H2 and 6H7, were prepared previously using a protein conjugate of a 1:1 epimeric mixture of the synthetic ABC-ring fragments of ciguatoxin (CTX), 3 and 4. Here, the interactions of these mAbs with the fragments of CTX
The role of pyridoxal 5'-phosphate and orthophosphate in general acid-base catalysis by alpha-glucan phosphorylases.
H W Klein et al.
Progress in clinical and biological research, 144A, 147-160 (1984-01-01)
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