379093
(S)-(+)-2-Hydroxy-3-methylbutyric acid
99%, optical purity ee: 99% (GLC)
Synonym(s):
L-α-Hydroxyisovaleric acid
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About This Item
Linear Formula:
(CH3)2CHCH(OH)CO2H
CAS Number:
Molecular Weight:
118.13
UNSPSC Code:
51113400
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1721140
Assay:
99%
Form:
solid
InChI
1S/C5H10O3/c1-3(2)4(6)5(7)8/h3-4,6H,1-2H3,(H,7,8)/t4-/m0/s1
SMILES string
CC(C)[C@H](O)C(O)=O
InChI key
NGEWQZIDQIYUNV-BYPYZUCNSA-N
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.)
functional group
carboxylic acid, hydroxyl
Quality Level
Related Categories
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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Schmidt, U. et al.
Synthesis, 294-294 (1991)
Pettit, G.R. et al.
Journal of the American Chemical Society, 113, 6692-6692 (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)
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