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302155

Sigma-Aldrich

(S)-(+)-1-Phenyl-1,2-ethanediol

99%

Synonym(s):

(+)-Styrene glycol, (S)-(+)-Phenylethylene glycol

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About This Item

Linear Formula:
HOCH2CH(C6H5)OH
CAS Number:
25779-13-9
Molecular Weight:
138.16
Beilstein:
3196197
MDL number:
MFCD00066256
UNSPSC Code:
12352002
PubChem Substance ID:
24858237
NACRES:
NA.22

Assay

99%

optical activity

[α]18/D +66°, c = 1 in chloroform

mp

64-67 °C (lit.)

SMILES string

OC[C@@H](O)c1ccccc1

InChI

1S/C8H10O2/c9-6-8(10)7-4-2-1-3-5-7/h1-5,8-10H,6H2/t8-/m1/s1

InChI key

PWMWNFMRSKOCEY-MRVPVSSYSA-N

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

320.0 °F - closed cup

Flash Point(C)

160.00 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Rongzhen Zhang et al.
Wei sheng wu xue bao = Acta microbiologica Sinica, 49(2), 204-209 (2009-05-19)
To prepare (S)-1-phenyl-1,2-ethanediol by a one-step method, we constructed an enzyme coupled system consisting of (R)- and (S)-specific carbonyl reductases in Escherichia coli. The genes coding (R)- and (S)-specific carbonyl reductases from Candida parapsilosis were inserted into a co-expression vector
Li Cao et al.
Biotechnology and bioengineering, 94(3), 522-529 (2006-02-25)
Soluble epoxide hydrolase (EH) from the potato Solanum tuberosum and an evolved EH of the bacterium Agrobacterium radiobacter AD1, EchA-I219F, were purified for the enantioconvergent hydrolysis of racemic styrene oxide into the single product (R)-1-phenyl-1,2-ethanediol, which is an important intermediate
Hee Sook Kim et al.
Biotechnology letters, 30(1), 127-133 (2007-08-01)
Enantio-convergent hydrolysis of racemic styrene oxides was achieved to prepare enantiopure (R)-phenyl-1,2-ethanediol by using two recombinant epoxide hydrolases (EHs) of a bacterium, Caulobacter crescentus, and a marine fish, Mugil cephalus. The recombinant C. crescentus EH primarily attacked the benzylic carbon
Qingsen Hu et al.
Bioresource technology, 101(21), 8461-8463 (2010-06-25)
In this study, a highly efficient process for Candida parapsilosis-catalyzed deracemization of racemic 1-phenyl-1,2-ethanediol (PED) was described, based on a resin-based in situ substrate feeding and product removal (ISSFPR) methodology. The resin H103 was selected and used to keep the
Rongzhen Zhang et al.
Applied biochemistry and biotechnology, 160(3), 868-878 (2009-02-12)
An R-specific carbonyl reductase from Candida parapsilosis (CprCR) catalyzes the transformation of (R)-1-phenyl-1,2-ethanediol from 2-hydroxyacetophenone. The gene rcr coding CprCR contains a few codons rarely used by Escherichia coli. In order to improve chiral alcohol production, three codon variants Delta24
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