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A91906

Sigma-Aldrich

L-(+)-Arabinose

98%

Synonym(s):

(+)-Arabinose

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About This Item

Empirical Formula (Hill Notation):
C5H10O5
CAS Number:
5328-37-0
Molecular Weight:
150.13
Beilstein:
1723085
EC Number:
201-767-6
MDL number:
MFCD00135866
UNSPSC Code:
12352201
PubChem Substance ID:
24891423
NACRES:
NA.22
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Quality Level

100

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

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Application

L-(+)-Arabinose is used as a key starting material in the total synthesis of (+)-ambruticin, zaragozic acid A, (−)-radicamine B and (+)-herbarumin I.[1][2][3][4]

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL6053
BCCM3432
BCCJ4575
BCCG2896
BCCD3881

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Total synthesis of (-)-radicamine B.
Gurjar, Mukund K et al.
Tetrahedron Letters, 47(39), 6979-6981 (2006)
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 (+)-herbarumin I via intermolecular Nozaki-Hiyama-Kishi reaction.
Sabino, Adao Aparecido and Pilli, Ronaldo A
Tetrahedron Letters, 43(15), 2819-2821 (2002)
Total synthesis of ambruticin.
Eun Lee et al.
Angewandte Chemie (International ed. in English), 41(1), 176-178 (2002-12-20)
Catarina M S S Neves et al.
Frontiers in chemistry, 7, 459-459 (2019-07-19)
The food industry produces significant amounts of waste, many of them rich in valuable compounds that could be recovered and reused in the framework of circular economy. The development of sustainable and cost-effective technologies to recover these value added compounds
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