Tryptophan-containing 1,5-tetrazole dipeptide analogs: Synthesis of Trpψ[CN4]Nle as a cis amide bond surrogate.

Lakmal W. Boteju; Victor J. Hruby

doi:10.1016/S0040-4039(00)60771-2

Tryptophan-containing 1,5-tetrazole dipeptide analogs: Synthesis of Trpψ[CN₄]Nle as a cis amide bond surrogate.

Lakmal W. Boteju
, Victor J. Hruby

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

21 Scopus citations

Abstract

The 1,5-disubstituted tetrazole dipeptide analog Z-Trp(NⁱⁿZ)ψ[CN₄]Nle-OBzl was synthesized in good yield and high optical purity using a modified procedure of Zabrocki et al. This dipeptide analog can be selectively deprotected at either the N or the C terminal for further incorporation into peptides.

Original language	English (US)
Pages (from-to)	1757-1760
Number of pages	4
Journal	Tetrahedron Letters
Volume	34
Issue number	11
DOIs	https://doi.org/10.1016/S0040-4039(00)60771-2
State	Published - Mar 12 1993
Externally published	Yes

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(00)60771-2

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title = "Tryptophan-containing 1,5-tetrazole dipeptide analogs: Synthesis of Trpψ[CN4]Nle as a cis amide bond surrogate.",

abstract = "The 1,5-disubstituted tetrazole dipeptide analog Z-Trp(NinZ)ψ[CN4]Nle-OBzl was synthesized in good yield and high optical purity using a modified procedure of Zabrocki et al. This dipeptide analog can be selectively deprotected at either the N or the C terminal for further incorporation into peptides.",

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AU - Hruby, Victor J.

PY - 1993/3/12

Y1 - 1993/3/12

N2 - The 1,5-disubstituted tetrazole dipeptide analog Z-Trp(NinZ)ψ[CN4]Nle-OBzl was synthesized in good yield and high optical purity using a modified procedure of Zabrocki et al. This dipeptide analog can be selectively deprotected at either the N or the C terminal for further incorporation into peptides.

AB - The 1,5-disubstituted tetrazole dipeptide analog Z-Trp(NinZ)ψ[CN4]Nle-OBzl was synthesized in good yield and high optical purity using a modified procedure of Zabrocki et al. This dipeptide analog can be selectively deprotected at either the N or the C terminal for further incorporation into peptides.

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UR - https://www.scopus.com/pages/publications/0027407116#tab=citedBy

U2 - 10.1016/S0040-4039(00)60771-2

DO - 10.1016/S0040-4039(00)60771-2

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SN - 0040-4039

VL - 34

SP - 1757

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JO - Tetrahedron Letters

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IS - 11

ER -

Tryptophan-containing 1,5-tetrazole dipeptide analogs: Synthesis of Trpψ[CN₄]Nle as a cis amide bond surrogate.

Abstract

ASJC Scopus subject areas

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