Skip to Content
Merck
All Photos(2)

Documents

379093

Sigma-Aldrich

(S)-(+)-2-Hydroxy-3-methylbutyric acid

99%, optical purity ee: 99% (GLC)

Synonym(s):

L-α-Hydroxyisovaleric acid

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
(CH3)2CHCH(OH)CO2H
CAS Number:
Molecular Weight:
118.13
Beilstein:
1721140
MDL number:
UNSPSC Code:
51113400
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

form

solid

optical activity

[α]20/D +19°, c = 1 in chloroform

optical purity

ee: 99% (GLC)

bp

124-125 °C/13 mmHg (lit.)

mp

68-70 °C (lit.)

SMILES string

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

InChI

1S/C5H10O3/c1-3(2)4(6)5(7)8/h3-4,6H,1-2H3,(H,7,8)/t4-/m0/s1

InChI key

NGEWQZIDQIYUNV-BYPYZUCNSA-N

Application

A useful chiral building block for peptide synthesis. Used in the preparation of the cytotoxic didemnin cyclopeptides and of the antineoplastic agent dolastatin 15.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - 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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Pettit, G.R. et al.
Journal of the American Chemical Society, 113, 6692-6692 (1991)
Schmidt, U. et al.
Synthesis, 294-294 (1991)
O Arad et al.
Biopolymers, 29(12-13), 1633-1649 (1990-10-01)
Depsipeptide analogues of peptide sequences can help in elucidating the role of specific hydrogen bonds in determining the conformation in peptides. The repeating pentapeptide and hexapeptide sequences of elastin have been suggested to contain a type II beta-turn with a
Journal of the American Chemical Society, 112, 7659-7659 (1990)
Immunosuppressive effects of organic acids accumulating in patients with maple syrup urine disease.
M Wajner et al.
Journal of inherited metabolic disease, 18(2), 165-168 (1995-01-01)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service