I0380
D-allo-Isoleucine
≥98% (HPLC)
Synonym(s):
(2R,3S)-2-Amino-3-methylpentanoic acid
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About This Item
Linear Formula:
CH3CH2CH(CH3)CH(NH2)CO2H
CAS Number:
Molecular Weight:
131.17
NACRES:
NA.26
PubChem Substance ID:
UNSPSC Code:
12352209
EC Number:
216-143-9
MDL number:
Beilstein/REAXYS Number:
1721794
Product Name
D-allo-Isoleucine,
InChI key
AGPKZVBTJJNPAG-CRCLSJGQSA-N
InChI
1S/C6H13NO2/c1-3-4(2)5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t4-,5+/m0/s1
SMILES string
CC[C@H](C)[C@@H](N)C(O)=O
assay
≥98% (HPLC)
form
powder
optical activity
[α]20/D −38° in 6 M HCl
color
white to off-white
mp
291 °C (dec.) (lit.)
application(s)
peptide synthesis
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Application
D-allo-Isoleucine is used in the synthesis of a conjugate of epi-jasmonic acid and various antimicrobial peptides.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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G Kreil
Ciba Foundation symposium, 186, 77-85 (1994-01-01)
Over the past three decades, numerous peptides have been isolated from amphibian skin secretions. Many of these peptides were shown to be homologous to hormones and neurotransmitters of mammals. In recent years it has been shown that these secretions also
Koichi Narita et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 15(42), 11174-11186 (2009-09-18)
The bicyclic depsipeptide histone deacetylase (HDAC) inhibitors spiruchostatins A and B, 5''-epi-spiruchostatin B and FK228 were efficiently synthesized in a convergent and unified manner. The synthetic method involved the following crucial steps: i) a Julia-Kocienski olefination of a 1,3-propanediol-derived sulfone
N Ogawa et al.
Amino acids, 42(5), 1955-1966 (2011-05-13)
The TES ether of the C6-hydroxy derivative of naturally occurring epi-jasmonic acid (epi-JA) was designed as epimerization-free equivalent of epi-JA. The TES ether was synthesized from (1R,4S)-4-hydroxycyclopent-2-enyl acetate in 13 steps. The acid part of the ether was activated with
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