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Merck

10850

D-(−)-Arabinose

suitable for microbiology, ≥99.0%

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About This Item

Empirical Formula (Hill Notation):
C5H10O5
CAS Number:
10323-20-3
Molecular Weight:
150.13
UNSPSC Code:
41106212
NACRES:
NA.85
PubChem Substance ID:
329749193
EC Number:
233-708-5
Beilstein/REAXYS Number:
1723079
MDL number:
MFCD00064361

Key Documents

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Product Name

D-(−)-Arabinose, suitable for microbiology, ≥99.0%

InChI

1S/C5H10O5/c6-2-1-10-5(9)4(8)3(2)7/h2-9H,1H2/t2-,3-,4+,5?/m1/s1

InChI key

SRBFZHDQGSBBOR-ZRMNMSDTSA-N

SMILES string

O[C@@H]1COC(O)[C@@H](O)[C@@H]1O

assay

≥99.0% (sum of enantiomers, HPLC)
≥99.0%

form

powder

optical activity

[α]20/D −104±2.0°, 24 hr, c = 10% in H2O

ign. residue

≤0.1% (as SO4)

loss

≤0.1% loss on drying, 20 °C (HV)

mp

162-164 °C (lit.)

anion traces

chloride (Cl-): ≤50 mg/kg
sulfate (SO42-): ≤50 mg/kg

cation traces

As: ≤0.1 mg/kg
Ca: ≤500 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤25 mg/kg
Fe: ≤17 mg/kg
K: ≤50 mg/kg
Mg: ≤10 mg/kg
Mn: ≤5 mg/kg
Na: ≤50 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Zn: ≤15 mg/kg

application(s)

microbiology

Quality Level

200

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Application

D-(-)-Arabinose has been used as an inducer of λ-RED recombinant gene expression.

Biochem/physiol Actions

D-Arabinose is a reducing sugar. It is a pentose analog of D-ribose that is a constituent of mycobacterial cell wall arabinogalactans. It is also a substrate for D-erythroascorbic acid synthesis in yeast.

General description

D-Arabinose is a rare aldopentose, and is rarely utilized by enteric bacteria as a source of carbon and energy. It is also found in the aloins of the plant genus Aloe and as a constituent of the polysaccharide of the bacterial genus Mycobacterium. Some of the enteric bacteria like Escherichia coli K-12 can mutate to utilize D-arabinose.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCF5638
BCCC9888
BCBV5347
BCBV4119
BCBT0411

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The Evolution of Metabolic Function.
Mortlock RP.
Science, 16-17 (1992)
Engineering complex biological systems in bacteria through recombinase-assisted genome engineering.
Santos CN and Yoshikuni Y2
Nature Protocols, 9, 1320-1336 (2014)
A Hasegawa et al.
Carbohydrate research, 52, 137-149 (1976-12-01)
Prumycin (1) and related compounds have been synthesized from benzyl 2-(benzyloxycarbonyl)amino-2-deoxy-5,6-O-isopropylidene-beta-D-glucofuranoside (4). Benzoylation of 4, followed by deisopropylidenation, gave benzyl 3-O-benzoyl-2-(benzyloxycarbonyl)amino-2-deoxy-beta-D-glucofuranoside (6), which was converted, via oxidative cleavage at C-5-C-6 and subsequent reduction, into the related benzyl beta-D-xylofuranoside derivative (7).
Nobuhiro Yamagata et al.
Proceedings of the National Academy of Sciences of the United States of America, 112(2), 578-583 (2014-12-31)
Drosophila melanogaster can acquire a stable appetitive olfactory memory when the presentation of a sugar reward and an odor are paired. However, the neuronal mechanisms by which a single training induces long-term memory are poorly understood. Here we show that
Agustina Llanos et al.
Microbial cell factories, 18(1), 14-14 (2019-01-30)
Research on filamentous fungi emphasized the remarkable redundancy in genes encoding hydrolytic enzymes, the similarities but also the large differences in their expression, especially through the role of the XlnR/XYR1 transcriptional activator. The purpose of this study was to evaluate
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