Home Other Building Blocks 4-Hydroxy-l-isoleucine

4-Hydroxy-l-isoleucine

CAS No.:
55399-93-4
Catalog Number:
AG00372V
Molecular Formula:
C6H13NO3
Molecular Weight:
147.1723
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
≥95%
1 week
United States
$133
- +
5mg
≥95%
1 week
United States
$401
- +
10mg
≥95%
1 week
United States
$668
- +
25mg
≥95%
1 week
United States
$1394
- +
Product Description
Catalog Number:
AG00372V
Chemical Name:
4-Hydroxy-l-isoleucine
CAS Number:
55399-93-4
Molecular Formula:
C6H13NO3
Molecular Weight:
147.1723
MDL Number:
MFCD07357252
IUPAC Name:
(2S,3R,4S)-2-amino-4-hydroxy-3-methylpentanoic acid
InChI:
InChI=1S/C6H13NO3/c1-3(4(2)8)5(7)6(9)10/h3-5,8H,7H2,1-2H3,(H,9,10)/t3-,4-,5-/m0/s1
InChI Key:
OSCCDBFHNMXNME-YUPRTTJUSA-N
SMILES:
C[C@@H]([C@@H]([C@@H](C(=O)O)N)C)O
UNII:
4SWT01T54O
Properties
Complexity:
126  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
3  
Defined Bond Stereocenter Count:
0
Exact Mass:
147.09g/mol
Formal Charge:
0
Heavy Atom Count:
10  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0
Molecular Weight:
147.174g/mol
Monoisotopic Mass:
147.09g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
83.6A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-2.8  
Literature
Title Journal
Expression, purification, crystallization and preliminary X-ray analysis of 4-hydroxy-3-methyl-2-keto-pentanoate aldolase (asHPAL) from Arthrobacter simplex strain AKU 626. Acta crystallographica. Section F, Structural biology and crystallization communications 20120801
Non-insulin dependent anti-diabetic activity of (2S, 3R, 4S) 4-hydroxyisoleucine of fenugreek (Trigonella foenum graecum) in streptozotocin-induced type I diabetic rats. Phytomedicine : international journal of phytotherapy and phytopharmacology 20120515
A novel L-isoleucine metabolism in Bacillus thuringiensis generating (2S,3R,4S)-4-hydroxyisoleucine, a potential insulinotropic and anti-obesity amino acid. Applied microbiology and biotechnology 20110301
Metabolic engineering of Escherichia coli to produce (2S, 3R, 4S)-4-hydroxyisoleucine. Applied microbiology and biotechnology 20101001
An Organocatalyzed enantioselective synthesis of (2S,3R,4S)-4-hydroxyisoleucine and its stereoisomers. The Journal of organic chemistry 20100416
A novel l-isoleucine hydroxylating enzyme, l-isoleucine dioxygenase from Bacillus thuringiensis, produces (2S,3R,4S)-4-hydroxyisoleucine. Biochemical and biophysical research communications 20091218
Synthesis of hydantoin analogues of (2S,3R,4S)-4-hydroxyisoleucine with insulinotropic properties. Bioorganic & medicinal chemistry letters 20080801
Asymmetric total syntheses of marine cyclic depsipeptide halipeptins A-D. Chemistry (Weinheim an der Bergstrasse, Germany) 20060825
4-hydroxyisoleucine an unusual amino acid as antidyslipidemic and antihyperglycemic agent. Bioorganic & medicinal chemistry letters 20060115
The first enantioselective synthesis of the amino acid, (2S,3S,4R)-gamma-hydroxyisoleucine using a palladium(II) catalysed 3,3-sigmatropic rearrangement. Organic & biomolecular chemistry 20040321
Properties