Synthesis and conformational analysis of DI-13C-labeled farnesyl diphosphate analogs

被引：13

作者：

Zahn, TJ

Ksebati, MB

Gibbs, RA ^{[1
]}

机构：

[1] Wayne State Univ, Coll Pharm & Allied Hlth Profess, Dept Pharmaceut Sci, Detroit, MI 48202 USA

[2] Wayne State Univ, Dept Chem, Detroit, MI 48202 USA

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 23期

基金：

美国国家卫生研究院;

关键词：

D O I：

10.1016/S0040-4039(98)00751-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two di-C-13-labeled farnesyl diphosphates (2 and 4) have been prepared using modified versions of the isoprenoid triflate route previously developed in this laboratory. The (3)J(CC) coupling constants far the precursor alcohols 1 and 3 are 1.6 Hz and 3.6 Hz, respectively, in CDCl3, and very similar results were obtained for 2 and 4 in D2O. This indicates a skew or gauche conformation about the C-3-C-4 bond and a trans conformation about the C-4-C-5 bond in both farnesol and FPP. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：3991 / 3994

页数：4

共 50 条

[31] Synthesis of C-14-Labeled levamisole and C-13-labeled tetramisole
Feil, VJ
JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 1996, 38 (12): : 1071 - 1076
[32] Synthesis of 14C-Labeled Levamisole and 13C-Labeled Tetramisole
Feil, V. J.
Journal of Labelled Compounds and Radiopharmaceuticals, 38 (12):
[33] New haptens for progesterone analogs: Synthesis and conformational analysis
Korde, Shilpa S.
Trivedi, Girish K.
Journal of the Indian Institute of Science, 2001, 81 (02) : 53 - 63
[34] SYNTHESIS OF C-13-LABELED AND C-14-LABELED ELLAGIC ACID
MISHRA, NC
GOLD, B
JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 1990, 28 (08): : 927 - 941
[35] SYNTHESIS OF C-14 AND TRITIUM LABELED ANALOGS OF MANOALIDE
SENDEROFF, SG
SHU, AYL
LAWRIE, K
HEYS, JR
JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 1992, 31 (07): : 519 - 538
[36] C-11 LABELED ANALOGS OF ALANINE BY THE STRECKER SYNTHESIS
PRENANT, C
THEOBALD, A
SIEGEL, T
JOACHIM, J
WEBER, K
HABERKORN, U
OBERDORFER, F
JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 1995, 36 (06): : 579 - 586
[37] Synthesis of 4′-Thiomodified c-di-AMP Analogs
Saito-Tarashima, Noriko
Kagotani, Yuma
Inoue, Syuya
Kinoshita, Mao
Minakawa, Noriaki
CURRENT PROTOCOLS, 2023, 3 (09):
[38] Total synthesis in solution and preliminary conformational analysis of TOAC-labeled alamethicin F50/5 analogs
Jost, Micha
Peggion, Cristina
Formaggio, Fernando
Toniolo, Claudio
UNDERSTANDING BIOLOGY USING PEPTIDES, 2006, : 263 - +
[39] SYNTHESIS OF [2-C-13]-LABELED PHENOL
YUAN, SS
AJAMI, AM
JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 1983, 20 (12): : 1349 - 1354
[40] SYNTHESIS OF DEUTERIUM AND C-13 LABELED LIPIDS
TULLOCH, AP
CHEMISTRY AND PHYSICS OF LIPIDS, 1979, 24 (04) : 391 - 406

← 1 2 3 4 5 →