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M5878

Sigma-Aldrich

Methyl β-D-xylopyranoside

≥99% (GC)

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25 G
$440.07

$440.07

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25 G
$440.07

About This Item

Empirical Formula (Hill Notation):
C6H12O5
CAS Number:
612-05-5
Molecular Weight:
164.16
EC Number:
210-289-7
MDL number:
MFCD00047532
UNSPSC Code:
12352201
PubChem Substance ID:
24897051
NACRES:
NA.25

$440.07

List Price$482.00Save 9%
Web-Only Promotion

Available to ship onMay 01, 2025Details

Request a Bulk Order

biological source

synthetic (organic)

Quality Level

200

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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV6022
MKCS8852
MKCR2399
MKCP7604
MKCL5784

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D-(+)-Xylose ≥99% (GC)

Sigma-Aldrich

X1500

D-(+)-Xylose

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
Peter Biely et al.
Biochimica et biophysica acta, 1623(2-3), 62-71 (2003-10-24)
Various conditions were applied to test the ability of acetylxylan esterase (AcXE) from Schizophyllum commune to catalyze acetyl group transfer to methyl beta-D-xylopyranoside (Me-beta-Xylp) and other carbohydrates. The best performance of the enzyme was observed in an n-hexane-vinyl acetate-sodium dioctylsulfosuccinate
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
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
Peter Biely et al.
Biochimica et biophysica acta, 1622(2), 82-88 (2003-07-26)
Streptomyces lividans acetylxylan esterase removes the 2- or 3-O-acetyl groups from methyl 2,4-di-O-acetyl- and 3,4-di-O-acetyl beta-D-xylopyranoside. When the free hydroxyl group was replaced with a hydrogen or fluorine, the rate of deacetylation was markedly reduced, but regioselectivity was not affected.
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