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Merck
CN

41239

D-Apiose solution

≥99.0% (HPLC)

Synonym(s):

3-C-Hydroxymethyl-D-glycero-tetrose

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About This Item

Empirical Formula (Hill Notation):
C5H10O5
CAS Number:
Molecular Weight:
150.13
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352201
MDL number:
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InChI key

ASNHGEVAWNWCRQ-LJJLCWGRSA-N

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

assay

≥99.0% (HPLC)

concentration

100-1000 mM in H2O

storage temp.

room temp

Quality Level

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves

Regulatory Information

涉药品监管产品
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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
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
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
V Puvanesarajah et al.
Carbohydrate research, 218, 211-222 (1991-09-30)
Evidence for the anomeric configurations and attachment sites of 3-deoxy-D-lyxo-2-heptulosaric acid (DHA) and apiosyl residues has been obtained through the characterization of two oligoglycosyl fragments isolated from rhamnogalacturonan II (RG-II). One of the oligoglycosyl fragments, a pentaglycosyl aldonic acid generated
Georg J Seifert
Current opinion in plant biology, 7(3), 277-284 (2004-05-12)
Plants possess a sophisticated sugar biosynthetic machinery comprising families of nucleotide sugar interconversion enzymes. Literature published in the past two years has made a major contribution to our knowledge of the enzymes and genes involved in the interconversion of nucleotide

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