ASYMMETRIC-SYNTHESIS OF (2S,3R)-3-AMINO-2-HYDROXYDECANOIC ACID - THE UNKNOWN AMINO-ACID COMPONENT OF MICROGININ

ASYMMETRIC-SYNTHESIS OF (2S,3R)-3-AMINO-2-HYDROXYDECANOIC ACID - THE UNKNOWN AMINO-ACID COMPONENT OF MICROGININ

3-Amino-2-hydroxydecanoic acid (AHDA) is an unusual amino acid purported to occur in the recently isolated angiotensin-converting enzyme inhibitor microgipin. In order to elucidate the stereochemistry of the naturally occurring material, and thus complete the structural assignment of microginin, bot...

ver descrição completa

Detalhes bibliográficos
Main Authors:	Bunnage, M, Burke, A, Davies, S, Goodwin, C
Formato:	Journal article
Idioma:	English
Publicado em:	1994

Registos relacionados

ASYMMETRIC-SYNTHESIS OF THE N-TERMINAL COMPONENT OF MICROGININ - (2S,3R)-3-AMINO-2-HYDROXYDECANOIC ACID, ITS (2R,3R)-EPIMER AND (3R)-3-AMINODECANOIC ACID
Por: Bunnage, M, et al.
Publicado em: (1995)

Synthesis of (2S,3R)-3-amino-2-hydroxydecanoic acid and its enantiomer: a non-proteinogenic amino acid segment of the linear pentapeptide microginin
Por: Rajendra S. Rohokale, et al.
Publicado em: (2014-03-01)

Asymmetric syntheses of the N-terminal α-hydroxy-β-amino acid components of microginins 612, 646 and 680
Por: Davies, S, et al.
Publicado em: (2017)

ASYMMETRIC-SYNTHESIS OF BETA-AMINO-ALPHA-HYDROXY ACIDS VIA DIASTEREOSELECTIVE HYDROXYLATION OF HOMOCHIRAL BETA-AMINO ENOLATES
Por: Bunnage, M, et al.
Publicado em: (1994)

Asymmetric synthesis of (2S,3S)- and (2R,3S)-2,3-diaminobutanoic acids, non-protein amino-acid diastereomers found in a number of peptide antibiotics
Por: Burke, A, et al.
Publicado em: (1996)

Asymmetric synthesis of anti-(2S,3S)- and syn-(2R,3S)-diaminobutanoic acid.
Por: Bunnage, M, et al.
Publicado em: (2003)

Crystal Structures of Dipeptides Derived from the beta-Amino Acids (1R,2S)-2-Aminocyclopentanecarboxylic Acid and (1S,2R,3S)-2-Amino-3-methylcyclopentanecarboxylic Acid
Por: Abraham, E, et al.
Publicado em: (2011)

Crystal Structures of Dipeptides Derived from the β-Amino Acids (1 R,2 S)-2-Aminocyclopentanecarboxylic Acid and (1 S,2 R,3 S)-2-Amino-3-methylcyclopentanecarboxylic Acid
Por: Abraham, E, et al.
Publicado em: (2011)

Asymmetric synthesis of beta-amino acid scaffolds
Por: Bull, S, et al.
Publicado em: (2001)

ASYMMETRIC-SYNTHESIS OF (-)-(1R,2S)-CISPENTACIN AND RELATED CIS-2-AMINO AND TRANS-2-AMINO CYCLOPENTANE-1-CARBOXYLIC AND CYCLOHEXANE-1-CARBOXYLIC ACIDS
Por: Davies, S, et al.
Publicado em: (1994)

Asymmetric synthesis of a highly functionalized beta-amino acid: the key amino acid of sperabillins B and D
Por: Davies, S, et al.
Publicado em: (1999)

Asymmetric synthesis of beta2-amino acids: 2-substituted-3-aminopropanoic acids from N-acryloyl SuperQuat derivatives.
Por: Beddow, J, et al.
Publicado em: (2007)

Asymmetric synthesis of beta-fluoroaryl-beta-amino acids
Por: Davies, S, et al.
Publicado em: (2012)

ASYMMETRIC-SYNTHESIS OF ANTI-ALPHA-ALKYL-BETA-AMINO ACIDS
Por: Davies, S, et al.
Publicado em: (1994)

ASYMMETRIC-SYNTHESIS OF SYN-ALPHA-ALKYL-BETA-AMINO ACIDS
Por: Davies, S, et al.
Publicado em: (1994)

Asymmetric synthesis of the cis- and trans-stereoisomers of 4-aminopyrrolidine-3-carboxylic acid and 4-aminotetrahydrofuran-3-carboxylic acid.
Por: Bunnage, M, et al.
Publicado em: (2004)

Asymmetric synthesis of N-tosyl amino acids from N-sulfinyl α-amino-1,3-dithioketals
Por: Franklin A. Davis, et al.
Publicado em: (2010-02-01)

SYNTHESIS OF NONPROTEINOGENIC AMINO-ACIDS .2. PREPARATION OF A SYNTHETIC EQUIVALENT OF THE GAMMA-ANION SYNTHON FOR ASYMMETRIC AMINO-ACID SYNTHESIS
Por: Baldwin, J, et al.
Publicado em: (1989)

Stereoselective functionalisation of cis- and trans-2-ferrocenyl-3-pivaloyl-4-alkyl-1,3-oxazolidin-5-ones: asymmetric synthesis of (R)- and (S)-2-alkyl-2-aminopent-4-enoic acids and (2R,3S)-2-amino-2-methyl-3-hydroxy-3-phenylpropanoic acid.
Por: Alonso, F, et al.
Publicado em: (2009)

The asymmetric synthesis of beta-haloaryl-beta-amino acid derivatives
Por: Bull, S, et al.
Publicado em: (2000)

Asymmetric synthesis of (1R,2S,3R)-3-methylcispentacin and (1S,2S,3R)-3-methyltranspentacin by kinetic resolution of tert-butyl (+/-)-3-methylcyclopentene-1-carboxylate.
Por: Bunnage, M, et al.
Publicado em: (2003)

Asymmetric syntheses of β- and γ-amino acids
Por: Zammit, C
Publicado em: (2015)

Asymmetric synthesis of beta-pyridyl-beta-amino acid derivatives
Por: Bull, S, et al.
Publicado em: (2002)

Asymmetric synthesis of beta-haloaryl beta-amino acid derivatives
Por: Bull, S, et al.
Publicado em: (2001)

Homochiral lithium amides for the asymmetric synthesis of beta-amino acids
Por: Davies, S, et al.
Publicado em: (2006)

Diastereoselective conjugate reduction with samarium diiodide: asymmetric synthesis of methyl (2S,3R)-N-acetyl-2-amino-2,3-dideuterio-3-phenylpropionate.
Por: Davies, S, et al.
Publicado em: (2004)

Asymmetric synthesis of 2-alkyl- and 2-aryl-3-aminopropionic acids (beta2-amino acids) from (S)-N-acryloyl-5,5-dimethyloxazolidin-2-one SuperQuat derivatives.
Por: Beddow, J, et al.
Publicado em: (2004)

(E)-3-[(3-Ethoxy-2-hydroxybenzylidene)amino]benzoic acid
Por: Hadi Kargar, et al.
Publicado em: (2012-04-01)

Asymmetric synthesis of propargylamines as amino acid surrogates in peptidomimetics
Por: Matthias Wünsch, et al.
Publicado em: (2017-11-01)

ASYMMETRIC-SYNTHESIS OF HOMOCHIRAL SYN-3-PHENYLISOSERINE AND ANTI-3-PHENYLISOSERINE DERIVATIVES - A PRACTICAL STRATEGY FOR THE SYNTHESIS OF THE TAXOL C-13 SIDE-CHAIN
Por: Bunnage, M, et al.
Publicado em: (1993)

Conjugate addition of lithium N-tert-butyldimethylsilyloxy-N-(alpha-methylbenzyl)amide: asymmetric synthesis of beta(2,2,3)-trisubstituted amino acids
Por: Bentley, SA, et al.
Publicado em: (2010)

(R)-Baclofen [(R)-4-amino-3-(4-chlorophenyl)butanoic acid]
Por: Feodor Belov, et al.
Publicado em: (2022-01-01)

Asymmetric syntheses of methyl N-Boc-2-deoxy-2-amino-L-erythroside, methyl N-Boc-2-deoxy-2-amino-D-threoside and methyl N-Boc-2,3-dideoxy-3-amino-L-arabinopyranoside
Por: Brambilla, M, et al.
Publicado em: (2014)

Asymmetric syntheses of methyl N-Boc-2-deoxy-2-amino-l-erythroside, methyl N-Boc-2-deoxy-2-amino-d-threoside and methyl N-Boc-2,3-dideoxy-3-amino-l- arabinopyranoside
Por: Brambilla, M, et al.
Publicado em: (2014)

Asymmetric synthesis of homochiral differentially protected bis-beta-amino acid scaffolds
Por: Bull, S, et al.
Publicado em: (2002)

A SUCCINCT ASYMMETRIC-SYNTHESIS OF (2S,3R)-2-METHYL-3-AMINOPENTANOIC ACID HYDROCHLORIDE
Por: Davies, S, et al.
Publicado em: (1994)

Preparation of (R)- and (S)-3-Hydroxy-2-(trifluoromethyl)propionic Acid by Resolution with (R,R)- and (S,S)-2-Amino-1-phenylpropane-1,3-diol
Por: Stephan P. Götzö, et al.
Publicado em: (1996-01-01)

Preparation of (R)- and (S)-3-Hydroxy-2-(trifluoromethyl)propionic Acid by Resolution with (R,R)- and (S,S)-2-Amino-1-phenylpropane-1,3-diol
Por: Stephan P. Götzö, et al.
Publicado em: (1996-01-01)

Biosynthesis of food constituents: Amino acids. 3. Modified proteinogenic amino acids - a review
Por: Jan Velíšek, et al.
Publicado em: (2006-04-01)

Type 2 diabetes is associated with increased circulating levels of 3-hydroxydecanoate activating GPR84 and neutrophil migration
Por: Randi Bonke Mikkelsen, et al.
Publicado em: (2022-12-01)