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...

Full description

Bibliographic Details
Main Authors:	Bunnage, M, Burke, A, Davies, S, Goodwin, C
Format:	Journal article
Language:	English
Published:	1994

Similar Items

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
by: Bunnage, M, et al.
Published: (1995)

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

ASYMMETRIC-SYNTHESIS OF BETA-AMINO-ALPHA-HYDROXY ACIDS VIA DIASTEREOSELECTIVE HYDROXYLATION OF HOMOCHIRAL BETA-AMINO ENOLATES
by: Bunnage, M, et al.
Published: (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
by: Burke, A, et al.
Published: (1996)

Asymmetric synthesis of anti-(2S,3S)- and syn-(2R,3S)-diaminobutanoic acid.
by: Bunnage, M, et al.
Published: (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
by: Abraham, E, et al.
Published: (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
by: Abraham, E, et al.
Published: (2011)

Asymmetric synthesis of beta-amino acid scaffolds
by: Bull, S, et al.
Published: (2001)

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

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

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

Asymmetric synthesis of beta-fluoroaryl-beta-amino acids
by: Davies, S, et al.
Published: (2012)

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

Asymmetric syntheses of β- and γ-amino acids
by: Zammit, C
Published: (2015)

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

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

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

Asymmetric synthesis of beta-haloaryl beta-amino acid derivatives
by: Bull, S, et al.
Published: (2001)

Asymmetric synthesis of beta-pyridyl-beta-amino acid derivatives
by: Bull, S, et al.
Published: (2002)

THE SYNTHESIS OF POLYHYDROXYLATED AMINO-ACIDS FROM GLUCURONOLACTONE - ENANTIOSPECIFIC SYNTHESES OF 2S,3R,4R,5S-TRIHYDROXYPIPECOLIC ACID, 2R,3R,4R,5S-TRIHYDROXYPIPECOLIC ACID AND 2R,3R,4R-DIHYDROXYPROLINE
by: Bashyal, B, et al.
Published: (1987)

SYNTHESIS OF NONPROTEINOGENIC AMINO-ACIDS .3. CONVERSION OF GLUTAMIC-ACID INTO GAMMA,DELTA-UNSATURATED ALPHA-AMINO-ACIDS
by: Baldwin, J, et al.
Published: (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.
by: Alonso, F, et al.
Published: (2009)

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

Amino acids fortification of low-protein diet for broilers under tropical climate. 2. Nonessential amino acids and increasing essential amino acids
by: Awad, Elmutaz Atta, et al.
Published: (2014)

Amino acid-based reoxidants for aminohydroxylation: application to the construction of amino acid-amino alcohol conjugates.
by: Donohoe, T, et al.
Published: (2011)

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.
by: Beddow, J, et al.
Published: (2004)

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

Excitatory amino acids.
by: Moloney, M
Published: (2002)

Excitatory amino acids.
by: Moloney, M
Published: (1998)

Excitatory amino acids.
by: Moloney, M
Published: (1999)

Asymmetric syntheses of (-)-3-epi-Fagomine, (2R,3S,4R)-dihydroxypipecolic acid, and several polyhydroxylated homopipecolic acids.
by: Csatayová, K, et al.
Published: (2014)

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

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

Aziridines and aziridinium intermediates in the asymmetric synthesis of beta-substituted-alpha-amino acids and 1,2,3,4-tetrahydroisoquinolines
by: Frost, A
Published: (2015)

Amino acid functionalisation using the 2-phosphaethynolate anion. A facile route to (phosphanyl)carbonyl-amino acids
by: Faria, E, et al.
Published: (2017)

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
by: Brambilla, M, et al.
Published: (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
by: Brambilla, M, et al.
Published: (2014)

ASYMMETRIC AMINO-ACID SYNTHESIS - PREPARATION OF THE BETA-ANION DERIVED FROM ASPARTIC-ACID
by: Baldwin, J, et al.
Published: (1989)

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

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