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Merck

41239

Sigma-Aldrich

D-Apiose -Lösung

≥99.0% (HPLC)

Synonym(e):

3-C-Hydroxymethyl-D-glycero-tetrose

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About This Item

Empirische Formel (Hill-System):
C5H10O5
CAS-Nummer:
Molekulargewicht:
150.13
MDL-Nummer:
UNSPSC-Code:
12352201
PubChem Substanz-ID:
NACRES:
NA.25

Qualitätsniveau

Assay

≥99.0% (HPLC)

Konzentration

100-1000 mM in H2O

Lagertemp.

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

InChIKey

ASNHGEVAWNWCRQ-LJJLCWGRSA-N

Anwendung

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.

Verpackung

Packungsgrösse entspricht der Feststoffmenge

Lagerklassenschlüssel

12 - Non Combustible Liquids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

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
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.
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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