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
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25
Recommended Products
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
Certificates of Analysis (COA)
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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
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)
Synthesis of an apiose-containing disaccharide fragment of rhamnogalacturonan-II and some analogues.
Anne-Laure Chauvin et al.
Carbohydrate research, 339(1), 21-27 (2003-12-09)
Beta-rhamnosylation of methyl 2-C-hydroxymethyl-2,3-O-isopropylidene-beta-D-erythrofuranoside and methyl 2,3-O-isopropylidene-beta-D-ribofuranoside was achieved using 4-O-acetyl-2,3-O-carbonyl-alpha-L-rhamnopyranosyl bromide and Ag2O as a promoter. Deprotected disaccharides beta-L-Rhap-(1-->3')-beta-D-Apif-OMe and beta-L-Rhap-(1-->3')-beta-D-Ribf-OMe were compared to their alpha-rhamnosyl isomers which were prepared using conventional Helferich glycosylation.
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