From Glycals to Glycopeptides: A Convergent and Stereoselective Total Synthesis of a High Mannose N-Linked Glycopeptide This work was supported by the National Institutes of Health (Grant Numbers AI16943/CA28824). We thank Dr. George Sukenick of the MSKCC NMR Core Facility for NMR and mass spectral analyses (NIH Grant Number: CA08748).

作者信息

Wang Zhi-Guang, Zhang XuFang, Live David, Danishefsky Samuel J.

机构信息

Laboratory for Bioorganic Chemistry Sloan-Kettering Institute for Cancer Research 1275 York Avenue, New York, N.Y. 10021 (USA).

出版信息

Angew Chem Int Ed Engl. 2001 Feb 16;40(4):647.

PMID:11241590

Abstract

摘要

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From Glycals to Glycopeptides: A Convergent and Stereoselective Total Synthesis of a High Mannose N-Linked Glycopeptide This work was supported by the National Institutes of Health (Grant Numbers AI16943/CA28824). We thank Dr. George Sukenick of the MSKCC NMR Core Facility for NMR and mass spectral analyses (NIH Grant Number: CA08748).

Angew Chem Int Ed Engl. 2001 Feb 16;40(4):647.

Angew Chem Int Ed Engl. 2000 Oct 16;39(20):3652-3656. doi: 10.1002/1521-3773(20001016)39:20<3652::aid-anie3652>3.0.co;2-b.

Synthesis of the Functionalized Macrocyclic Core of Proteasome Inhibitors TMC-95A and B This work was supported by grants from the National Institutes of Health (grant CA28824). We thank Dr. George Sukenick and Sylvi Rusli of the MSKCC NMR Core Facility for NMR and mass spectral analyses (NIH Grant CA08748).

Angew Chem Int Ed Engl. 2001 May 18;40(10):1967-1970.

Toward Fully Synthetic Homogeneous Glycoproteins: A High Mannose Core Containing Glycopeptide Carrying Full H-Type 2 Human Blood Group Specificity This work was supported by the National Institutes of Health (Grant nos.: HL-25848 and CA-28824 (to S.J.D.), and CA-710506 (to K.O.L.)). Postdoctoral fellowship support is gratefully acknowledged by Z.-G.W. (US Army breast cancer grant no.: DAMD17-97-1-7119) and M.V. (NIH grant no.: CA-62948-04). We gratefully acknowledge Dr. George Sukenick of the Sloan-Kettering Institute's NMR core facility for mass spectral and NMR spectroscopic analyses (SKI core grant no.: CA-08748).

Angew Chem Int Ed Engl. 2001 May 4;40(9):1728-1732.

The Synthesis of CP-263,114 and CP-225,917: Striking Long-Range Stereocontrol in the Fashioning of C7 Financial support was provided by the National Institutes of Health (Grant nos. CA-28824 and HL-25848 for S.J.D., CA-08748 for the Sloan-Kettering Institute Core Facility). Q.T. gratefully acknowledges the US Department of Defense for a postdoctoral fellowship (U.S. Army grant no. DAMD-17-99-1-9373). We thank the Pfizer Corporation, particularly Dr. T. Kaneko and Dr. T. T. Dabrah for discussions and for providing valuable CP samples from fermentation broth. We are grateful to Dr. Dongfang Meng for his major contributions to this work. We also thank George Sukenick of the Sloan-Kettering Institute Core Facility for mass spectral analyses and assistance in NMR spectroscopic and HPLC analyses, and Sylvi Rusli for mass spectral analyses.CP - 263,114和CP - 225,917的合成：在构建C7时显著的远程立体控制美国国立卫生研究院提供了资金支持（给S.J.D.的CA - 28824和HL - 25848号拨款，给斯隆 - 凯特琳研究所核心设施的CA - 08748号拨款）。Q.T.衷心感谢美国国防部授予的博士后奖学金（美国陆军拨款号DAMD - 17 - 99 - 1 - 9373）。我们感谢辉瑞公司，特别是T. Kaneko博士和T.T. Dabrah博士进行的讨论以及提供来自发酵液的宝贵CP样品。我们感谢董方孟博士对这项工作的重大贡献。我们还感谢斯隆 - 凯特琳研究所核心设施的George Sukenick进行质谱分析以及在核磁共振光谱分析和高效液相色谱分析方面提供的帮助，感谢Sylvi Rusli进行质谱分析。

Angew Chem Int Ed Engl. 2000 Dec 15;39(24):4509-4511.

Concise Stereoselective Routes to Advanced Intermediates Related to Natural and Unnatural Pinnaic Acid This work was supported by the National Institutes of Health (Grant Numbers: CA28824). Postdoctoral Fellowship support is gratefully acknowledged by M.W.C. (U.S. Army BCRP, DAMD17-98-1-8154), M.F.H. (5T32 CA62948-05), and D.T. (Schering Research Foundation, Berlin). We thank Dr. George Sukenick of the MSKCC NMR Core Facility for NMR and mass spectral analyses.通往与天然和非天然海扇藻酸相关的高级中间体的简洁立体选择性路线本研究得到美国国立卫生研究院（资助编号：CA28824）的支持。博士后奖学金支持由M.W.C.（美国陆军乳腺癌研究项目，DAMD17 - 98 - 1 - 8154）、M.F.H.（5T32 CA62948 - 05）和D.T.（柏林先灵研究基金会）提供，在此表示衷心感谢。我们感谢MSKCC核磁共振核心设施的George Sukenick博士进行核磁共振和质谱分析。

Angew Chem Int Ed Engl. 2001 Dec 3;40(23):4450-4452. doi: 10.1002/1521-3773(20011203)40:23<4450::aid-anie4450>3.0.co;2-m.

Total Synthesis and Proof of Stereochemistry of Natural and Unnatural Pinnaic Acids: A Remarkable Long-Range Stereochemical Effect in the Reduction of 17-Oxo Precursors of the Pinnaic Acids This work was supported by the National Institutes of Health (Grant Numbers: CA28824). Postdoctoral Fellowship support is gratefully acknowledged by M.W.C. (U.S. Army BCRP, DAMD17-98-1-8154). We thank Dr. George Sukenick of the MSKCC NMR Core Facility for NMR and mass spectral analyses. We would like to thank professor Nakanishi for his supportive interest in the project.天然和非天然海石竹酸的全合成及立体化学确证：海石竹酸17-氧代前体还原过程中显著的远程立体化学效应本研究得到美国国立卫生研究院资助（资助编号：CA28824）。M.W.C.感谢博士后奖学金支持（美国陆军乳腺癌研究项目，DAMD17-98-1-8154）。我们感谢纪念斯隆凯特琳癌症中心核磁共振核心设施的George Sukenick博士进行核磁共振和质谱分析。我们感谢Nakanishi教授对本项目的支持与关注。

Angew Chem Int Ed Engl. 2001 Dec 3;40(23):4453-4456. doi: 10.1002/1521-3773(20011203)40:23<4453::aid-anie4453>3.0.co;2-4.

Thermal Intermolecular Hetero Diels-Alder Cycloadditions of Aldehydes and Imines via o-Quinone Dimethides This work was supported by the National Institutes of Health (AI 16943/CA 28824). Postdoctoral Fellowship support is gratefully acknowledged by M.F.H. (5T32 CA62948-05) and J.G.A (NIH, CA-80356). We are grateful to Dr. George Sukenick (NMR Core Facility, Sloan-Kettering Institute) for NMR and mass spectral analyses.通过邻醌二甲烷实现醛与亚胺的热分子间杂环狄尔斯-阿尔德环加成反应本研究得到了美国国立卫生研究院（AI 16943/CA 28824）的支持。博士后奖学金支持由M.F.H.（5T32 CA62948 - 05）和J.G.A（美国国立卫生研究院，CA - 80356）提供，在此表示感谢。我们感谢乔治·苏克尼克博士（斯隆 - 凯特琳研究所核磁共振核心设施）进行核磁共振和质谱分析。

Angew Chem Int Ed Engl. 2000 Jun 2;39(11):1937-1940.

The Synthesis of CP-263,114 and CP-225,917: Striking Long-Range Stereocontrol in the Fashioning of C7 Financial support was provided by the National Institutes of Health (Grant nos. CA-28824 and HL-25848 for S.J.D., CA-08748 for the Sloan-Kettering Institute Core Facility). Q.T. gratefully acknowledges the US Department of Defense for a postdoctoral fellowship (U.S. Army grant no. DAMD-17-99-1-9373). We thank the Pfizer Corporation, particularly Dr. T. Kaneko and Dr. T. T. Dabrah for discussions and for providing valuable CP samples from fermentation broth. We are grateful to Dr. Dongfang Meng for his major contributions to this work. We also thank George Sukenick of the Sloan-Kettering Institute Core Facility for mass spectral analyses and assistance in NMR spectroscopic and HPLC analyses, and Sylvi Rusli for mass spectral analyses.CP - 263,114和CP - 225,917的合成：在构建C7时引人注目的远程立体控制美国国立卫生研究院提供了资金支持（给S.J.D.的CA - 28824和HL - 25848号拨款，给斯隆 - 凯特琳研究所核心设施的CA - 08748号拨款）。Q.T.非常感谢美国国防部提供的博士后奖学金（美国陆军拨款号DAMD - 17 - 99 - 1 - 9373）。我们感谢辉瑞公司，特别是T. Kaneko博士和T.T. Dabrah博士进行的讨论以及提供来自发酵液的珍贵CP样品。我们感谢董方孟博士对这项工作的重大贡献。我们还感谢斯隆 - 凯特琳研究所核心设施的George Sukenick进行质谱分析以及在核磁共振光谱分析和高效液相色谱分析方面提供的帮助，感谢Sylvi Rusli进行质谱分析。

Angew Chem Int Ed Engl. 2001 Feb 16;40(4):647. doi: 10.1002/1521-3773(20010216)40:4<647::aid-anie6473>3.0.co;2-g.

The Spongistatins: Architecturally Complex Natural Products-Part Two: Synthesis of the C(29-51) Subunit, Fragment Assembly, and Final Elaboration to (+)-Spongistatin 2 Financial support was provided by the National Institutes of Health (National Cancer Institute) through Grant CA-70329, a NIH Postdoctoral Fellowship to C.S.B., a Japan Society for Promotion of Science Fellowship to N.M., and a Royal Society Fulbright Fellowship to V.A.D. We also thank the Daiichi Pharmaceutical Co., Ltd, and the Tanabe Seiyaku Co., Ltd for financial support. Finally we thank Dr George T. Furst, Dr. Patrick J. Carroll, and Dr. Rakesh Kohli of the University of Pennsylvania Spectroscopic Service Center for assistance in securing and interpreting high-field NMR spectra, X-ray crystal structures, and mass spectra, respectively.海绵他汀类化合物：结构复杂的天然产物——第二部分：C(29 - 51)亚基的合成、片段组装以及(+)-海绵他汀2的最终合成本研究得到了美国国立卫生研究院（国立癌症研究所）的资助，资助编号为CA - 70329；还给C.S.B.提供了美国国立卫生研究院博士后奖学金，给N.M.提供了日本学术振兴会奖学金，给V.A.D.提供了英国皇家学会富布赖特奖学金。我们还感谢第一制药株式会社和田边制药株式会社提供的资金支持。最后，我们感谢宾夕法尼亚大学光谱服务中心的George T. Furst博士、Patrick J. Carroll博士和Rakesh Kohli博士，他们分别在获取和解释高场核磁共振谱、X射线晶体结构以及质谱方面提供了帮助。

Angew Chem Int Ed Engl. 2001 Jan 5;40(1):196-199.

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