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M5878

Sigma-Aldrich

Methyl β-D-xylopyranoside

≥99% (GC)

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25 G
₪2,231.00

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25 G
₪2,231.00

About This Item

Empirical Formula (Hill Notation):
C6H12O5
CAS Number:
Molecular Weight:
164.16
EC Number:
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25

₪2,231.00


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biological source

synthetic (organic)

Quality Level

Assay

≥99% (GC)

form

powder

optical activity

[α]20/D -66.5 to -64.5, c = 10% (w/v) in water

technique(s)

gas chromatography (GC): suitable

color

white to off-white

mp

155-158 °C (lit.)

solubility

water: 100 mg/mL, clear to hazy, colorless to light yellow

storage temp.

room temp

SMILES string

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

InChI

1S/C6H12O5/c1-10-6-5(9)4(8)3(7)2-11-6/h3-9H,2H2,1H3/t3-,4+,5-,6-/m1/s1

InChI key

ZBDGHWFPLXXWRD-JGWLITMVSA-N

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Application

Methyl β-D-xylopyranoside has been used in a study to assess tetraisopropyldisiloxane-1,3-diyl as a versatile protecting group for pentopyranosides. [1] It has also been used in a study that investigated transacetylations to carbohydrates catalyzed by acetylxylan esterase in the presence of an organic solvent. [2]

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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P B Gordon et al.
Carbohydrate research, 151, 121-134 (1986-08-15)
The influence of methyl beta-D-xylopyranoside on human endothelial cell proteoglycans isolated from the medium and extracellular matrix was investigated. Confluent cultures of human endothelial cells incorporate significant amounts of heparan sulfate (78%), chondroitin sulfate (10%), and dermatan sulfate (12%) into
V Petrović et al.
Carbohydrate research, 302(1-2), 13-18 (1997-07-11)
Selective pivaloylations of methyl beta-D-xylopyranoside have been studied under various reaction conditions. Partially pivaloylated products were submitted to additional acetylations. The structures were established by 1H NMR spectroscopy. Representatives of acylated methyl beta-D-xylopyranosides (acyl being pivaloyl, acetyl, or a combination
Tran N Pham et al.
Journal of the American Chemical Society, 126(40), 13100-13110 (2004-10-08)
We have developed methodology for the determination of solution structures of small molecules from residual dipolar coupling constants measured in dilute liquid crystals. The power of the new technique is demonstrated by the determination of the structure of methyl beta-d-xylopyranoside
Marìa Eugenia Hidalgo-Lara et al.
Journal of industrial microbiology & biotechnology, 32(8), 345-348 (2005-06-30)
Synthesis of extracellular xylanase in Cellulomonas flavigena is induced in the presence of xylan and sugarcane bagasse as substrates. The essential factors for efficient production of xylanase are the appropriate medium composition and an inducing substrate. The increase in xylanase
Mária Mastihubová et al.
Carbohydrate research, 339(2), 425-428 (2003-12-31)
Methyl 4-O-benzyl-2,3-anhydro-beta-D-lyxopyranoside, an intermediate for the preparation of methyl beta-D-xylopyranoside derivatives modified at C-2, was obtained in five steps in 58% yield. The synthetic sequence starts from methyl beta-D-xylopyranoside through two main steps involving regioselective enzymatic acetylation and deacetylation catalyzed

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