On the synthesis of naphthoquinonyl heterocyclic amino acids

Prativa Bade Shrestha-Dawadi; Shmuel Bittner; Mati Fridkin; Shai Rahimipour

doi:10.1055/s-1996-4417

On the synthesis of naphthoquinonyl heterocyclic amino acids

Prativa Bade Shrestha-Dawadi, Shmuel Bittner, Mati Fridkin, Shai Rahimipour

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

29 Scopus citations

Abstract

L-Histidine, N(α)-cbz-L-histidine, L-tryptophan and L-proline react with 1,4-naphthoquinone or 2,3-dichloro-1,4-naphthoquinone to afford modified N-quinonyl amino acids. With free α-amino acids, the quinone moiety is attached to the α-amino group. With blocked α-amino acids the quinone moiety is attached to the heterocyclic nitrogen atom.

Original language	English
Pages (from-to)	1468-1472
Number of pages	5
Journal	Synthesis
Issue number	12
DOIs	https://doi.org/10.1055/s-1996-4417
State	Published - 1 Jan 1996

Keywords

1,4-naphthoquinone
2,3-dichloro-1,4-naphthoquinone
Michael addition
N-quinonyl amino acids
α-amino acids

ASJC Scopus subject areas

Catalysis
Organic Chemistry

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10.1055/s-1996-4417

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title = "On the synthesis of naphthoquinonyl heterocyclic amino acids",

abstract = "L-Histidine, N(α)-cbz-L-histidine, L-tryptophan and L-proline react with 1,4-naphthoquinone or 2,3-dichloro-1,4-naphthoquinone to afford modified N-quinonyl amino acids. With free α-amino acids, the quinone moiety is attached to the α-amino group. With blocked α-amino acids the quinone moiety is attached to the heterocyclic nitrogen atom.",

keywords = "1,4-naphthoquinone, 2,3-dichloro-1,4-naphthoquinone, Michael addition, N-quinonyl amino acids, α-amino acids",

author = "Shrestha-Dawadi, \{Prativa Bade\} and Shmuel Bittner and Mati Fridkin and Shai Rahimipour",

year = "1996",

month = jan,

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doi = "10.1055/s-1996-4417",

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pages = "1468--1472",

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T1 - On the synthesis of naphthoquinonyl heterocyclic amino acids

AU - Shrestha-Dawadi, Prativa Bade

AU - Bittner, Shmuel

AU - Fridkin, Mati

AU - Rahimipour, Shai

PY - 1996/1/1

Y1 - 1996/1/1

N2 - L-Histidine, N(α)-cbz-L-histidine, L-tryptophan and L-proline react with 1,4-naphthoquinone or 2,3-dichloro-1,4-naphthoquinone to afford modified N-quinonyl amino acids. With free α-amino acids, the quinone moiety is attached to the α-amino group. With blocked α-amino acids the quinone moiety is attached to the heterocyclic nitrogen atom.

AB - L-Histidine, N(α)-cbz-L-histidine, L-tryptophan and L-proline react with 1,4-naphthoquinone or 2,3-dichloro-1,4-naphthoquinone to afford modified N-quinonyl amino acids. With free α-amino acids, the quinone moiety is attached to the α-amino group. With blocked α-amino acids the quinone moiety is attached to the heterocyclic nitrogen atom.

KW - 1,4-naphthoquinone

KW - 2,3-dichloro-1,4-naphthoquinone

KW - Michael addition

KW - N-quinonyl amino acids

KW - α-amino acids

UR - https://www.scopus.com/pages/publications/0030472150

U2 - 10.1055/s-1996-4417

DO - 10.1055/s-1996-4417

M3 - Article

AN - SCOPUS:0030472150

SN - 0039-7881

SP - 1468

EP - 1472

JO - Synthesis

JF - Synthesis

IS - 12

ER -

On the synthesis of naphthoquinonyl heterocyclic amino acids

Abstract

Keywords

ASJC Scopus subject areas

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