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I0380

Sigma-Aldrich

D-allo-Isoleucine

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:
1509-35-9
Molecular Weight:
131.17
Beilstein:
1721794
EC Number:
216-143-9
MDL number:
MFCD00066445
UNSPSC Code:
12352209
PubChem Substance ID:
24895900
NACRES:
NA.26

Assay

≥98% (HPLC)

Quality Level

200

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

SMILES string

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

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

InChI key

AGPKZVBTJJNPAG-CRCLSJGQSA-N

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Related Categories

Application

D-allo-Isoleucine is used in the synthesis of a conjugate of epi-jasmonic acid and various antimicrobial peptides.

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’.

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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
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
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

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