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41239

Sigma-Aldrich

D-Apiose

≥99.0% (HPLC)

Sinónimos:

3-C-Hydroxymethyl-D-glycero-tetrose

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About This Item

Fórmula empírica (notación de Hill):
C5H10O5
Número de CAS:
639-97-4
Peso molecular:
150.13
MDL number:
MFCD08459679
UNSPSC Code:
12352201
PubChem Substance ID:
329756076
NACRES:
NA.25

Quality Level

100

assay

≥99.0% (HPLC)

concentration

100-1000 mM in H2O

storage temp.

room temp

SMILES string

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

InChI

1S/C5H10O5/c6-1-5(9)2-10-4(8)3(5)7/h3-4,6-9H,1-2H2/t3-,4?,5+/m0/s1

InChI key

ASNHGEVAWNWCRQ-LJJLCWGRSA-N

Application

D-Apiose, a plant-specific branched-chain monosaccharide found in rhamnogalacturonan II (RG-II), apiogalacturonan, and several apioglycosides, serves as a borate binding site for crosslinking of galacturonans within plant cell walls.

Packaging

Pack size based on mg solid

Storage Class

12 - Non Combustible Liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves

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Michael Mølhøj et al.
The Plant journal : for cell and molecular biology, 35(6), 693-703 (2003-09-13)
d-Apiose is a plant-specific branched-chain monosaccharide found in rhamnogalacturonan II (RG-II), apiogalacturonan, and several apioglycosides. Within RG-II, d-apiose serves as the binding site for borate, which leads to the formation of cross-links within the wall. Biochemical studies in duckweed and
Mayumi Kataoka et al.
Nucleic acids symposium series (2004), (52)(52), 281-282 (2008-09-09)
Here, we report the synthesis of 3'-deoxyapionucleoside 3''-triphosphates (apioNTPs) and the analysis of their property as substrate of enzymatic polymerization. We established the large scale synthetic route of 3-deoxy-D-apiose from D-galactose, and regio- and stereo-selective glycosylation procedures. Resulting 3'-deoxyapionucleosides were
Sergey A Nepogodiev et al.
Organic & biomolecular chemistry, 9(19), 6670-6684 (2011-08-19)
Fragments of pectic polysaccharides rhamnogalacturonan-II (RG-II) and apiogalacturonan were synthesised using p-tolylthio apiofuranoside derivatives as key building blocks. Apiofuranose thioglycosides can be conveniently prepared by cyclization of the corresponding dithioacetals possessing a 2,3-O-isopropylidene group, which is required for preservation of
Joon-Woo Ahn et al.
The Journal of biological chemistry, 281(19), 13708-13716 (2006-03-22)
D-apiose serves as the binding site for borate cross-linking of rhamnogalacturonan II (RG-II) in the plant cell wall, and biosynthesis of D-apiose involves UDP-D-apiose/UDP-D-xylose synthase catalyzing the conversion of UDP-D-glucuronate to a mixture of UDP-D-apiose and UDP-D-xylose. In this study
E A Giunter et al.
Prikladnaia biokhimiia i mikrobiologiia, 44(1), 117-122 (2008-05-22)
Callus lines of common duckweed produced acid arabinogalactan and pectin in an amount varying from 1 to 3% of dry weight. The arabinogalactan specimens from the cell lines studied displayed a similar monosaccharide composition. The duckweed callus lines whose arabinogalactans
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