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经验公式(希尔记法):
C5H10O3
化学文摘社编号:
分子量:
118.13
UNSPSC Code:
51113400
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1721139
产品名称
D-α-羟基异戊酸, ≥98.0% (T)
InChI key
NGEWQZIDQIYUNV-SCSAIBSYSA-N
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-/m1/s1
assay
≥98.0% (T)
form
solid
optical activity
[α]20/D −17±1°, c = 1% in chloroform
mp
64-67 °C
functional group
carboxylic acid
hydroxyl
Quality Level
Other Notes
该手性 α-羟基酸用于合成肽和缩酚酸肽。 还可用作手性结构单元。 通过二氧戊环酮中间体合成 α-取代 α-羟基酸。
Application
D-α-Hydroxyisovaleric acid may be used in the preparation of biodegradable, optically active and isotactic poly(D-2-hydroxy-3-methylbutanoic acid).
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
W. Hartwig et al.
Liebigs Ann. Chem., 1952-1952 (1982)
Hetero-stereocomplex formation between substituted poly (lactic acid) s with linear and branched side chains, poly (l-2-hydroxybutanoic acid) and poly (d-2-hydroxy-3-methylbutanoic acid).
Tsuji H and Hayakawa T.
Polymer, 55(3), 721-726 (2014)
H.-O. Kim et al.
The Journal of Organic Chemistry, 52, 4531-4531 (1987)
R L Johnson
Journal of medicinal chemistry, 23(6), 666-669 (1980-06-01)
The following N-(alpha-hydroxylakanoyl) derivatives of Leu-Val-Phe-OCH3 were synthesized and tested for their ability to inhibit human amniotic renin: D- and L-alpha-hydroxyisocaproyl-Leu-Val-Phe-OCH3, D- and L-alpha-hydroxyisovaleryl-Leu-Val-Phe-OCH3, L-2-hydroxy-3-phenylpropanoyl-Leu-Val-Phe-OCH3, and D- and L-alpha-hydroxyphenylacetyl-Leu-Val-Phe-OCH3. Analysis of the compounds through the use of Dixion plots showed
L Hagenfeldt et al.
Clinica chimica acta; international journal of clinical chemistry, 169(1), 77-83 (1987-10-30)
N-Lactylvaline, N-lactylleucine, N-lactylisoleucine and the N-2-hydroxyisovaleryl conjugates of glycine, valine, leucine and isoleucine have been identified in urine from a patient with the intermediate type of maple syrup urine disease.
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