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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

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

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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
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
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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