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M5878

Sigma-Aldrich

Methyl β-D-xylopyranoside

≥99% (GC)

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About This Item

Fórmula empírica (notación de Hill):
C6H12O5
Número de CAS:
612-05-5
Peso molecular:
164.16
EC Number:
210-289-7
MDL number:
MFCD00047532
UNSPSC Code:
12352201
PubChem Substance ID:
24897051
NACRES:
NA.25

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. It has also been used in a study that investigated transacetylations to carbohydrates catalyzed by acetylxylan esterase in the presence of an organic solvent.

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)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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D-(+)-Xylose ≥99% (GC)

Sigma-Aldrich

X1500

D-(+)-Xylose

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.
The partial methylation of methyl beta-D-xylopyranoside with methyl sulfate.
O WINTERSTEINER et al.
Journal of the American Chemical Society, 71(3), 939-942 (1949-03-01)
R Morosoli et al.
Archives of biochemistry and biophysics, 265(1), 183-189 (1988-08-15)
The yeast Cryptococcus albidus secretes a glycosylated xylanase (48 kDa) in the culture medium in response to beta-methylxyloside as inducer. Addition of tunicamycin to the medium results in the formation of a modified xylanase (40 kDa) which is depleted in
Richard Johnsson
Carbohydrate research, 353, 92-95 (2012-04-27)
The protecting group tetraisopropyldisiloxane-1,3-yl has been investigated for simultaneous protection of two hydroxyls on pentopyranosides. Methyl α-D-xylopyranoside is protected in excellent regioselectivity and high yield to form the 2,3-protected xylopyranoside whereas methyl β-D-xylopyranoside gives the 3,4-protected product also with excellent
Mária Mastihubová et al.
Carbohydrate research, 339(12), 2101-2110 (2004-07-29)
Four modified substrates for acetylxylan esterases, 2-deoxy, 3-deoxy, 2-deoxy-2-fluoro, and 3-deoxy-3-fluoro derivatives of di-O-acetylated methyl beta-D-xylopyranoside were synthesized via 2,3-anhydropentopyranoside precursors. Methyl 2,3-anhydro-4-O-benzyl-beta-D-ribopyranoside was transformed into methyl 2,3-anhydro-4-O-benzyl-beta-D-lyxopyranoside in three steps. The epoxide ring opening of 2,3-anhydropentopyranosides was accomplished either
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