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Merck
모든 사진(2)

Key Documents

464058

Sigma-Aldrich

D-Glucal

96%

동의어(들):

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

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About This Item

실험식(Hill 표기법):
C6H10O4
CAS Number:
Molecular Weight:
146.14
EC Number:
MDL number:
UNSPSC 코드:
12352201
PubChem Substance ID:
NACRES:
NA.22

분석

96%

형태

solid

광학 활성

[α]21/D −7°, c = 1.9 in H2O

불순물

<1% methyl alcohol

mp

58-60 °C (lit.)

저장 온도

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

관련 카테고리

애플리케이션

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

픽토그램

Exclamation mark

신호어

Warning

유해 및 위험 성명서

Hazard Classifications

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

표적 기관

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable


시험 성적서(COA)

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문서 라이브러리 방문

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)
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.
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.
Patricia Wildberger et al.
Carbohydrate research, 356, 224-232 (2012-05-18)
Cellobiose phosphorylase from Cellulomonas uda (CuCPase) is shown to utilize D-glucal as slow alternative donor substrate for stereospecific glycosyl transfer to inorganic phosphate, giving 2-deoxy-α-D-glucose 1-phosphate as the product. When performed in D(2)O, enzymatic phosphorolysis of D-glucal proceeds with incorporation
S Chiba et al.
Biochemistry, 27(5), 1464-1469 (1988-03-08)
Alpha-Glucosidases from Aspergillus niger, pig serum, ungerminated rice, buckwheat, and sugar beet seeds (but not from brewers' yeast or honeybee) were found to catalyze the hydration of D-glucal. Each reactive alpha-glucosidase, incubated with D-glucal in D2O, was shown to protonate

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