Head-to-tail cyclization and use of Cα-allyl ester protection improves the yield of cyclic peptides synthesized by the oxime resin method

Afrodite Kapurniotu; John W. Taylor

doi:10.1016/S0040-4039(00)61589-7

Head-to-tail cyclization and use of C^α-allyl ester protection improves the yield of cyclic peptides synthesized by the oxime resin method

Afrodite Kapurniotu
, John W. Taylor

Rutgers University–New Brunswick

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

20 Scopus citations

Abstract

Fully protected and C-terminal free cyclic (lactam-bridged) peptides are assembled by the oxime resin method in high yields and purity applying a four dimensional orthogonal (Boc/Bzl/Fmoc/Al) protection scheme and a head-to-tail cyclization strategy.

Original language	English
Pages (from-to)	7031-7034
Number of pages	4
Journal	Tetrahedron Letters
Volume	34
Issue number	44
DOIs	https://doi.org/10.1016/S0040-4039(00)61589-7
State	Published - 29 Oct 1993
Externally published	Yes

Keywords

allyl ester protection
cyclic peptides
head-to-tail cyclization
human calcitonin
oxime resin
phenacyl ester protection
solid-phase synthesis

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10.1016/S0040-4039(00)61589-7

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title = "Head-to-tail cyclization and use of Cα-allyl ester protection improves the yield of cyclic peptides synthesized by the oxime resin method",

abstract = "Fully protected and C-terminal free cyclic (lactam-bridged) peptides are assembled by the oxime resin method in high yields and purity applying a four dimensional orthogonal (Boc/Bzl/Fmoc/Al) protection scheme and a head-to-tail cyclization strategy.",

keywords = "allyl ester protection, cyclic peptides, head-to-tail cyclization, human calcitonin, oxime resin, phenacyl ester protection, solid-phase synthesis",

author = "Afrodite Kapurniotu and Taylor, \{John W.\}",

year = "1993",

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journal = "Tetrahedron Letters",

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T1 - Head-to-tail cyclization and use of Cα-allyl ester protection improves the yield of cyclic peptides synthesized by the oxime resin method

AU - Kapurniotu, Afrodite

AU - Taylor, John W.

PY - 1993/10/29

Y1 - 1993/10/29

N2 - Fully protected and C-terminal free cyclic (lactam-bridged) peptides are assembled by the oxime resin method in high yields and purity applying a four dimensional orthogonal (Boc/Bzl/Fmoc/Al) protection scheme and a head-to-tail cyclization strategy.

AB - Fully protected and C-terminal free cyclic (lactam-bridged) peptides are assembled by the oxime resin method in high yields and purity applying a four dimensional orthogonal (Boc/Bzl/Fmoc/Al) protection scheme and a head-to-tail cyclization strategy.

KW - allyl ester protection

KW - cyclic peptides

KW - head-to-tail cyclization

KW - human calcitonin

KW - oxime resin

KW - phenacyl ester protection

KW - solid-phase synthesis

UR - https://www.scopus.com/pages/publications/0027436995

U2 - 10.1016/S0040-4039(00)61589-7

DO - 10.1016/S0040-4039(00)61589-7

M3 - Article

AN - SCOPUS:0027436995

SN - 0040-4039

VL - 34

SP - 7031

EP - 7034

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 44

ER -

Head-to-tail cyclization and use of C^α-allyl ester protection improves the yield of cyclic peptides synthesized by the oxime resin method

Abstract

Keywords

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