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MilliporeSigma

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:
Peso molecular:
150.13
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25

Quality Level

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
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
Chang Hyun Oh et al.
Nucleosides, nucleotides & nucleic acids, 25(8), 871-878 (2006-08-12)
Novel vinyl branched apiosyl nucleosides were synthesized in this study. Apiosyl sugar moiety was constructed by sequential ozonolysis and reductions. The bases (uracil and thymine) were efficiently coupled by glycosyl condensation procedure (persilyated base and TMSOTf). The antiviral activities of

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