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Merck
CN

41239

Sigma-Aldrich

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

12 - Non Combustible Liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), 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
A convenient synthesis of apiose.
M Koós et al.
Carbohydrate research, 146(2), 335-341 (1986-02-01)
C Hervé du Penhoat et al.
Journal of biomolecular NMR, 14(3), 253-271 (1999-09-11)
Rhamnogalacturonan II (RG-II) is a structurally complex pectic mega-oligosaccharide that is released enzymatically from the primary cell wall of higher plants. It contains roughly 30 monosaccharide units (MW approximately 5 kDa) including very unusual residues such as Kdo, Dha, aceric

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