Literature DB >> 21444787

Application of the logic of cysteine-free native chemical ligation to the synthesis of Human Parathyroid Hormone (hPTH).

Shiying Shang1, Zhongping Tan, Samuel J Danishefsky.   

Abstract

The power of chemical synthesis of large cysteine-free polypeptides has been significantly enhanced through the use of nonproteogenic constructs which bear strategically placed thiol groups, enabling native chemical ligation. Central to these much expanded capabilities is the specific, radical-induced, metal-free dethiolation, which can be accomplished in aqueous medium.

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Year:  2011        PMID： 21444787      PMCID： PMC3076867          DOI： 10.1073/pnas.1103118108

Source DB:  PubMed          Journal:  Proc Natl Acad Sci U S A        ISSN： 0027-8424            Impact factor:   11.205


  36 in total

1.  Free-radical-based, specific desulfurization of cysteine: a powerful advance in the synthesis of polypeptides and glycopolypeptides.

Authors:  Qian Wan; Samuel J Danishefsky
Journal:  Angew Chem Int Ed Engl       Date:  2007       Impact factor: 15.336

2.  Native chemical ligation at valine.

Authors:  Christian Haase; Heike Rohde; Oliver Seitz
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

3.  Native chemical ligation at valine: a contribution to peptide and glycopeptide synthesis.

Authors:  Jin Chen; Qian Wan; Yu Yuan; Jianglong Zhu; Samuel J Danishefsky
Journal:  Angew Chem Int Ed Engl       Date:  2008       Impact factor: 15.336

4.  Total solid-phase synthesis, purification, and characterization of human parathyroid hormone-(1-84).

Authors:  T Fairwell; A V Hospattankar; R Ronan; H B Brewer; J K Chang; M Shimizu; L Zitzner; C D Arnaud
Journal:  Biochemistry       Date:  1983-05-24       Impact factor: 3.162

5.  Strategy for the synthesis of large peptides: an application to the total synthesis of human parathyroid hormone [hPTH (1-84)].

Authors:  T Kimura; M Takai; Y Masui; T Morikawa; S Sakakibara
Journal:  Biopolymers       Date:  1981-09       Impact factor: 2.505

6.  Traceless ligation of cysteine peptides using selective deselenization.

Authors:  Norman Metanis; Ehud Keinan; Philip E Dawson
Journal:  Angew Chem Int Ed Engl       Date:  2010-09-17       Impact factor: 15.336

7.  Selective desulfurization of cysteine in the presence of Cys(Acm) in polypeptides obtained by native chemical ligation.

Authors:  Brad L Pentelute; Stephen B H Kent
Journal:  Org Lett       Date:  2007-02-15       Impact factor: 6.005

8.  Mechanism-based pharmacokinetic/pharmacodynamic model of parathyroid hormone-calcium homeostasis in rats and humans.

Authors:  Anson K Abraham; Donald E Mager; Xiang Gao; Mei Li; David R Healy; Tristan S Maurer
Journal:  J Pharmacol Exp Ther       Date:  2009-04-22       Impact factor: 4.030

9.  Methionine ligation strategy in the biomimetic synthesis of parathyroid hormones.

Authors:  J P Tam; Q Yu
Journal:  Biopolymers       Date:  1998-10-15       Impact factor: 2.505

Review 10.  Constrained analogs of osteogenic peptides.

Authors:  Gordon E Willick; Paul Morley; James F Whitfield
Journal:  Curr Med Chem       Date:  2004-11       Impact factor: 4.530
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  12 in total

1.  Chemical biology of glycoproteins: From chemical synthesis to biological impact.

Authors:  Yaohao Li; Amy H Tran; Samuel J Danishefsky; Zhongping Tan
Journal:  Methods Enzymol       Date:  2019-03-14       Impact factor: 1.600

2.  An advance in proline ligation.

Authors:  Shiying Shang; Zhongping Tan; Suwei Dong; Samuel J Danishefsky
Journal:  J Am Chem Soc       Date:  2011-06-23       Impact factor: 15.419

3.  Exploiting the MeDbz Linker To Generate Protected or Unprotected C-Terminally Modified Peptides.

Authors:  Christine A Arbour; Hasina Y Saraha; Timothy F McMillan; Jennifer L Stockdill
Journal:  Chemistry       Date:  2017-08-15       Impact factor: 5.236

Review 4.  Total synthesis of glycosylated proteins.

Authors:  Alberto Fernández-Tejada; John Brailsford; Qiang Zhang; Jae-Hung Shieh; Malcolm A S Moore; Samuel J Danishefsky
Journal:  Top Curr Chem       Date:  2015

Review 5.  Synthetic approaches to protein phosphorylation.

Authors:  Zan Chen; Philip A Cole
Journal:  Curr Opin Chem Biol       Date:  2015-07-18       Impact factor: 8.822

6.  Toward Homogeneous Erythropoietin: Application of Metal Free Dethiylation in the Chemical Synthesis of the Ala79-Arg166 Glycopeptide Domain.

Authors:  Suwei Dong; Shiying Shang; Zhongping Tan; Samuel J Danishefsky
Journal:  Isr J Chem       Date:  2011-11       Impact factor: 3.333

7.  Chemistry as an expanding resource in protein science: fully synthetic and fully active human parathyroid hormone-related protein (1-141).

Authors:  Jianfeng Li; Suwei Dong; Steven D Townsend; Thomas Dean; Thomas J Gardella; Samuel J Danishefsky
Journal:  Angew Chem Int Ed Engl       Date:  2012-11-04       Impact factor: 15.336

8.  Protein chemical synthesis by serine and threonine ligation.

Authors:  Yinfeng Zhang; Ci Xu; Hiu Yung Lam; Chi Lung Lee; Xuechen Li
Journal:  Proc Natl Acad Sci U S A       Date:  2013-04-08       Impact factor: 11.205

9.  Peptide Bond Synthesis by a Mechanism Involving an Enzymatic Reaction and a Subsequent Chemical Reaction.

Authors:  Tomoko Abe; Yoshiteru Hashimoto; Ye Zhuang; Yin Ge; Takuto Kumano; Michihiko Kobayashi
Journal:  J Biol Chem       Date:  2015-11-19       Impact factor: 5.157

10.  Selective desulfurization significantly expands sequence variety of 3'-peptidyl-tRNA mimics obtained by native chemical ligation.

Authors:  Anna-Skrollan Geiermann; Ronald Micura
Journal:  Chembiochem       Date:  2012-07-11       Impact factor: 3.164
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