U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C6H13NO2
Molecular Weight 131.1729
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ALLOISOLEUCINE, L-

SMILES

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

InChI

InChIKey=AGPKZVBTJJNPAG-UHNVWZDZSA-N
InChI=1S/C6H13NO2/c1-3-4(2)5(7)6(8)9/h4-5H,3,7H2,1-2H3,(H,8,9)/t4-,5+/m1/s1

HIDE SMILES / InChI

Description

L-alloisoleucine (2S, 3R), a diastereomer of L-isoleucine (2S, 3S), is a normal constituent of human plasma. It was shown, that the plasma L-alloisoleucine above the cutoff value of 5 micromol/L is the most specific and most sensitive diagnostic marker for all forms of maple syrup urine disease (MSUD). The precise mechanism of L-alloisoleucine formation is unclear, but existed suggestions, that R-3-methyl-2-oxopentanoate is an immediate and inevitable byproduct of L-isoleucine transamination and that alloisoleucine is primarily formed via transamination of 3-methyl-2-oxopenanoate in vivo.

Approval Year

Unknown
149124
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
Natural Metabolite
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
The role of coupled positive feedback in the expression of the SPI1 type three secretion system in Salmonella.
2010-07-29
[Surgical complications of renal transplantation from living donors: experience of the CHU Ibn Sina, Rabat].
2010
What is a microsatellite: a computational and experimental definition based upon repeat mutational behavior at A/T and GT/AC repeats.
2010
Imaging improves diagnosis of dementia with lewy bodies.
2009-12
Comparative genomic analysis uncovers 3 novel loci encoding type six secretion systems differentially distributed in Salmonella serotypes.
2009-08-04
Incidence of lower-limb amputation in the diabetic and nondiabetic general population: a 10-year population-based cohort study of initial unilateral and contralateral amputations and reamputations.
2009-02
Rho-kinase-dependent F-actin rearrangement is involved in the inhibition of PI3-kinase/Akt during ischemia-reperfusion-induced endothelial cell apoptosis.
2008-03
Enantioselective and diastereoselective separation of synthetic pyrethroid insecticides on a novel chiral stationary phase by high-performance liquid chromatography.
2007-07
Salmonella invasion gene regulation: a story of environmental awareness.
2005-02
Studies on the biosynthesis of asperparaline A: origin of the spirosuccinimde ring system.
2003-12-03
[Dynamics of infection of Fringilla coelebs chaffinch nestlings with feather mites (Acari: Analgoidea)].
2002-12-17
Patents

Patents

JP1055185A
2
JP2000226400A
2
JP2001086998A
2
JP2001103992A
2
JP2001181297A
4
JP2001502360A
2
JP2002017296A
4
JP2002114674A
2
JP2002520018A
2
JP2003171271A
2
JP2003506491A
2
JP2004244399A
2
JP2005151829A
2
JP2005247721A
2
JP2006022119A
2
JP2006131618A
2
JP2007511566A
2
JP2008056566A
2
JP2008056568A
2
JP2008154488A
2
JP2008255087A
2
JP2009102235A
2
JP2009136292A
2
JP2009179621A
2
JP2009183278A
2
JP2009517006A
2
JP2010246533A
2
JP2010524472A
2
JP2010526876A
9
JP2010540159A
28
JP2011242217A
2
JP2011521984A
2
JP2011529921A
2
JP3657002B2
4
JP4238334B2
2
JP4401441B2
2
JP4739229B2
2
JP5367695B2
2
JP5372213B2
4
JPH00399098A
4
JPH00847397A
2
JPH01254699A
2
JPH02104596A
2
JPH02291272A
2
JPH023699A
2
JPH03115284A
2
JPH0368599A
2
JPH04207161A
2
JPH04356482A
2
JPH0459724A
2
JPH05255069A
2

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Name Type Language
ALLOISOLEUCINE, L-
Systematic Name English
NSC-206282
Preferred Name English
ALLOISOLEUCINE
Systematic Name English
L(+)-ALLOISOLEUCINE
Common Name English
L-ALLOISOLEUCINE
Systematic Name English
L-NORVALINE, 3-METHYL-, THREO-
Common Name English
PENTANOIC ACID, 2-AMINO-3-METHYL-, (S-(R*,S*))-
Common Name English
L-ALLO-ISOLEUCINE
Systematic Name English
(S-(R*,S*))-2-AMINO-3-METHYLPENTANOIC ACID
Common Name English
ALLO-ISOLEUCINE
Systematic Name English
ISOLEUCINE L-ALLO-FORM [MI]
Common Name English
Classification Tree Code System Code
LOINC 41398-9
Created by admin on Mon Mar 31 22:38:58 GMT 2025 , Edited by admin on Mon Mar 31 22:38:58 GMT 2025
LOINC 53154-1
Created by admin on Mon Mar 31 22:38:58 GMT 2025 , Edited by admin on Mon Mar 31 22:38:58 GMT 2025
LOINC 50174-2
Created by admin on Mon Mar 31 22:38:58 GMT 2025 , Edited by admin on Mon Mar 31 22:38:58 GMT 2025
LOINC 73908-6
Created by admin on Mon Mar 31 22:38:58 GMT 2025 , Edited by admin on Mon Mar 31 22:38:58 GMT 2025
LOINC 22658-9
Created by admin on Mon Mar 31 22:38:58 GMT 2025 , Edited by admin on Mon Mar 31 22:38:58 GMT 2025
LOINC 50175-9
Created by admin on Mon Mar 31 22:38:58 GMT 2025 , Edited by admin on Mon Mar 31 22:38:58 GMT 2025
LOINC 22670-4
Created by admin on Mon Mar 31 22:38:58 GMT 2025 , Edited by admin on Mon Mar 31 22:38:58 GMT 2025
LOINC 53393-5
Created by admin on Mon Mar 31 22:38:58 GMT 2025 , Edited by admin on Mon Mar 31 22:38:58 GMT 2025
LOINC 53152-5
Created by admin on Mon Mar 31 22:38:58 GMT 2025 , Edited by admin on Mon Mar 31 22:38:58 GMT 2025
LOINC 53153-3
Created by admin on Mon Mar 31 22:38:58 GMT 2025 , Edited by admin on Mon Mar 31 22:38:58 GMT 2025
LOINC 59213-9
Created by admin on Mon Mar 31 22:38:58 GMT 2025 , Edited by admin on Mon Mar 31 22:38:58 GMT 2025
LOINC 27381-3
Created by admin on Mon Mar 31 22:38:58 GMT 2025 , Edited by admin on Mon Mar 31 22:38:58 GMT 2025
NCI_THESAURUS C73539
Created by admin on Mon Mar 31 22:38:58 GMT 2025 , Edited by admin on Mon Mar 31 22:38:58 GMT 2025
LOINC 59212-1
Created by admin on Mon Mar 31 22:38:58 GMT 2025 , Edited by admin on Mon Mar 31 22:38:58 GMT 2025
LOINC 53397-6
Created by admin on Mon Mar 31 22:38:58 GMT 2025 , Edited by admin on Mon Mar 31 22:38:58 GMT 2025
LOINC 22699-3
Created by admin on Mon Mar 31 22:38:58 GMT 2025 , Edited by admin on Mon Mar 31 22:38:58 GMT 2025
LOINC 22730-6
Created by admin on Mon Mar 31 22:38:58 GMT 2025 , Edited by admin on Mon Mar 31 22:38:58 GMT 2025
LOINC 23809-7
Created by admin on Mon Mar 31 22:38:58 GMT 2025 , Edited by admin on Mon Mar 31 22:38:58 GMT 2025
Code System Code Type Description
CHEBI
43433
Created by admin on Mon Mar 31 22:38:58 GMT 2025 , Edited by admin on Mon Mar 31 22:38:58 GMT 2025
PRIMARY
CAS
1509-34-8
Created by admin on Mon Mar 31 22:38:58 GMT 2025 , Edited by admin on Mon Mar 31 22:38:58 GMT 2025
PRIMARY
NSC
206282
Created by admin on Mon Mar 31 22:38:58 GMT 2025 , Edited by admin on Mon Mar 31 22:38:58 GMT 2025
PRIMARY
FDA UNII
6RNR8XN7S2
Created by admin on Mon Mar 31 22:38:58 GMT 2025 , Edited by admin on Mon Mar 31 22:38:58 GMT 2025
PRIMARY
EPA CompTox
DTXSID3046530
Created by admin on Mon Mar 31 22:38:58 GMT 2025 , Edited by admin on Mon Mar 31 22:38:58 GMT 2025
PRIMARY
DRUG BANK
DB01739
Created by admin on Mon Mar 31 22:38:58 GMT 2025 , Edited by admin on Mon Mar 31 22:38:58 GMT 2025
PRIMARY
CHEBI
22359
Created by admin on Mon Mar 31 22:38:58 GMT 2025 , Edited by admin on Mon Mar 31 22:38:58 GMT 2025
PRIMARY
CHEBI
85338
Created by admin on Mon Mar 31 22:38:58 GMT 2025 , Edited by admin on Mon Mar 31 22:38:58 GMT 2025
PRIMARY
MERCK INDEX
m6495
Created by admin on Mon Mar 31 22:38:58 GMT 2025 , Edited by admin on Mon Mar 31 22:38:58 GMT 2025
PRIMARY Merck Index
PUBCHEM
99288
Created by admin on Mon Mar 31 22:38:58 GMT 2025 , Edited by admin on Mon Mar 31 22:38:58 GMT 2025
PRIMARY
NCI_THESAURUS
C118884
Created by admin on Mon Mar 31 22:38:58 GMT 2025 , Edited by admin on Mon Mar 31 22:38:58 GMT 2025
PRIMARY
ECHA (EC/EINECS)
216-142-3
Created by admin on Mon Mar 31 22:38:58 GMT 2025 , Edited by admin on Mon Mar 31 22:38:58 GMT 2025
PRIMARY
SUBSTANCE RECORD
Structure of ALLOISOLEUCINE, L-
NIH
NCATS
PRIVACY NOTICE
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
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