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Merck
CN

A91906

L-(+)-Arabinose

98%

Synonym(s):

(+)-Arabinose

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About This Item

Empirical Formula (Hill Notation):
C5H10O5
CAS Number:
Molecular Weight:
150.13
UNSPSC Code:
12352201
NACRES:
NA.22
PubChem Substance ID:
EC Number:
201-767-6
Beilstein/REAXYS Number:
1723085
MDL number:
Assay:
98%
Form:
powder
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Quality Level

assay

98%

form

powder

optical activity

[α]20/D +103°, c = 1 in H2O

mp

160-163 °C (lit.)

SMILES string

OC[C@H](O)[C@H](O)[C@@H](O)C=O

InChI

1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h1,3-5,7-10H,2H2/t3-,4-,5+/m0/s1

InChI key

PYMYPHUHKUWMLA-VAYJURFESA-N

Application

L-(+)-Arabinose is used as a key starting material in the total synthesis of (+)-ambruticin, zaragozic acid A, (−)-radicamine B and (+)-herbarumin I.

Biochem/physiol Actions

L-Arabinose is the naturally occurring isomer and is a constituent of plant polysaccharides. Most bacteria contain an inducible arabinose operon that codes for a series of enzymes and transporters that allows L-arabinose to be used as the sole carbon source in microbial culture.


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Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Total synthesis of (+)-herbarumin I via intermolecular Nozaki-Hiyama-Kishi reaction.
Sabino, Adao Aparecido and Pilli, Ronaldo A
Tetrahedron Letters, 43(15), 2819-2821 (2002)
Stereoselective total synthesis of zaragozic acid A based on an acetal [1, 2] Wittig rearrangement.
Tomooka, Katsuhiko et al.
Angewandte Chemie (International Edition in English), 39(24), 4502-4505 (2000)
Total synthesis of (-)-radicamine B.
Gurjar, Mukund K et al.
Tetrahedron Letters, 47(39), 6979-6981 (2006)



Global Trade Item Number

SKUGTIN
A91906-100G-A04061833401514
A91906-1G-A04061833401521
A91906-25G-A04061835555673