Steroid structure and function I. Conformational transmission in 17α-acetoxy progesterone

William L. Duax; Vivian Cody; John Hazel

doi:10.1016/0039-128X(77)90094-0

Steroid structure and function I. Conformational transmission in 17α-acetoxy progesterone

William L. Duax
, Vivian Cody
, John Hazel

Department of Structural Biology

University at Buffalo

Hauptman-Woodward Medical Research Institute, Inc.

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

21 Scopus citations

Abstract

The molecular conformation of 17α-acetoxy progesterone has been determined crystallographically and is compared with that of progesterone. The 17α-acetate substituent restricts the flexibility of the progesterone side chain, strains bond lengths in the C- and D-rings, and has long range effects on the A-ring conformation. The A-ring adopts a perfect sofa conformation similar to that observed in one conformational isomer of progesterone. Consequently this progesterone isomer is proposed to be that best suited to binding in the rabbit and human uterus.

Original language	English
Pages (from-to)	471-480
Number of pages	10
Journal	Steroids
Volume	30
Issue number	4
DOIs	https://doi.org/10.1016/0039-128X(77)90094-0
State	Published - Oct 1977

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title = "Steroid structure and function I. Conformational transmission in 17α-acetoxy progesterone",

abstract = "The molecular conformation of 17α-acetoxy progesterone has been determined crystallographically and is compared with that of progesterone. The 17α-acetate substituent restricts the flexibility of the progesterone side chain, strains bond lengths in the C- and D-rings, and has long range effects on the A-ring conformation. The A-ring adopts a perfect sofa conformation similar to that observed in one conformational isomer of progesterone. Consequently this progesterone isomer is proposed to be that best suited to binding in the rabbit and human uterus.",

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T1 - Steroid structure and function I. Conformational transmission in 17α-acetoxy progesterone

AU - Duax, William L.

AU - Cody, Vivian

AU - Hazel, John

PY - 1977/10

Y1 - 1977/10

N2 - The molecular conformation of 17α-acetoxy progesterone has been determined crystallographically and is compared with that of progesterone. The 17α-acetate substituent restricts the flexibility of the progesterone side chain, strains bond lengths in the C- and D-rings, and has long range effects on the A-ring conformation. The A-ring adopts a perfect sofa conformation similar to that observed in one conformational isomer of progesterone. Consequently this progesterone isomer is proposed to be that best suited to binding in the rabbit and human uterus.

AB - The molecular conformation of 17α-acetoxy progesterone has been determined crystallographically and is compared with that of progesterone. The 17α-acetate substituent restricts the flexibility of the progesterone side chain, strains bond lengths in the C- and D-rings, and has long range effects on the A-ring conformation. The A-ring adopts a perfect sofa conformation similar to that observed in one conformational isomer of progesterone. Consequently this progesterone isomer is proposed to be that best suited to binding in the rabbit and human uterus.

UR - https://www.scopus.com/pages/publications/0017606284

U2 - 10.1016/0039-128X(77)90094-0

DO - 10.1016/0039-128X(77)90094-0

M3 - Article

C2 - 605456

SN - 0039-128X

VL - 30

SP - 471

EP - 480

JO - Steroids

JF - Steroids

IS - 4

ER -

Steroid structure and function I. Conformational transmission in 17α-acetoxy progesterone

Abstract

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