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54917

Sigma-Aldrich

(R)-2-Hydroxybutyric acid

≥97.0% (T)

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About This Item

Empirical Formula (Hill Notation):
C4H8O3
CAS Number:
20016-85-7
Molecular Weight:
104.10
Beilstein:
1720939
MDL number:
MFCD01318570
UNSPSC Code:
51113400
PubChem Substance ID:
57651488
NACRES:
NA.22

Assay

≥97.0% (T)

form

solid

optical purity

enantiomeric ratio: ≥99:1 (GC)

mp

50-54 °C

functional group

carboxylic acid
hydroxyl

storage temp.

2-8°C

SMILES string

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

InChI

1S/C4H8O3/c1-2-3(5)4(6)7/h3,5H,2H2,1H3,(H,6,7)/t3-/m1/s1

InChI key

AFENDNXGAFYKQO-GSVOUGTGSA-N

Other Notes

Chiral building block

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H315 - H318 - H335

Hazard Classifications

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BGBC5339V
BGBC5338V
BGBC0276V
BCBM4388V
BCBH4738V

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K.J. Hale et al.
Tetrahedron Letters, 36, 6965-6965 (1995)
M N Romanelli et al.
Chirality, 8(8), 579-584 (1996-01-01)
The enantiomers of 3-alpha-tropyl 2-(phenylthio)butyrate (SM32, 1) were prepared by chiral synthesis and tested for analgesic, cognition-enhancing, and ACh-releasing properties. They show enantioselectivity in some of the tests, the eutomer being related in configuration to R-(+)-hyoscyamine.
M N Romanelli et al.
Chirality, 8(3), 225-233 (1996-01-01)
The enantiomers of two alpha-tropanyl esters, SM21 (1) and PG9 (2), derived from (+)-R-hyoscyamine, that act by increasing the central cholinergic tone, were obtained by esterification after resolution of the corresponding racemic acids [(-)-S-1, (-)-R-2 and (+)-S-2] and by stereospecific
Si Jae Park et al.
Applied microbiology and biotechnology, 93(1), 273-283 (2011-08-16)
We have previously reported in vivo biosynthesis of polylactic acid (PLA) and poly(3-hydroxybutyrate-co-lactate) [P(3HB-co-LA)] employing metabolically engineered Escherichia coli strains by the introduction of evolved Clostridium propionicum propionyl-CoA transferase (Pct(Cp)) and Pseudomonas sp. MBEL 6-19 polyhydroxyalkanoate (PHA) synthase 1 (PhaC1(Ps6-19)).
Philip J Saylor et al.
Clinical cancer research : an official journal of the American Association for Cancer Research, 18(13), 3677-3685 (2012-05-17)
Androgen deprivation therapy (ADT) for prostate cancer causes an increase in fasting insulin and adverse changes in body composition and serum lipid profile. It is unknown what other metabolic alterations are caused by ADT. To better characterize the metabolic effects
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