Literature DB >> 23391097

Concise synthetic routes to human insulin.

Fa Liu1, Ethan Y Luo, David B Flora, John P Mayer.   

Abstract

We report a set of concise and efficient routes for the chemical synthesis of human insulin using a two- or three-step combination procedure that employs Trt, Acm, and t-Bu cysteine protection schemes. Starting with resin-bound assembled A and B chains, human insulin can be obtained within the span of a single work day in 5.4% overall yield based on the crude A or B chain.

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Year:  2013        PMID: 23391097     DOI: 10.1021/ol400149j

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  8 in total

Review 1.  Pursuit of a perfect insulin.

Authors:  Alexander N Zaykov; John P Mayer; Richard D DiMarchi
Journal:  Nat Rev Drug Discov       Date:  2016-03-18       Impact factor: 84.694

2.  Efficient Total Chemical Synthesis of (13) C=(18) O Isotopomers of Human Insulin for Isotope-Edited FTIR.

Authors:  Balamurugan Dhayalan; Ann Fitzpatrick; Kalyaneswar Mandal; Jonathan Whittaker; Michael A Weiss; Andrei Tokmakoff; Stephen B H Kent
Journal:  Chembiochem       Date:  2016-02-16       Impact factor: 3.164

3.  Synthesis and Characterization of an A6-A11 Methylene Thioacetal Human Insulin Analogue with Enhanced Stability.

Authors:  Nan Zheng; Prasoona Karra; Michael A VandenBerg; Jin Hwan Kim; Matthew J Webber; William L Holland; Danny Hung-Chieh Chou
Journal:  J Med Chem       Date:  2019-12-13       Impact factor: 7.446

4.  Chemically Precise Glycoengineering Improves Human Insulin.

Authors:  Xiaoyang Guan; Patrick K Chaffey; Xiuli Wei; Daniel R Gulbranson; Yuan Ruan; Xinfeng Wang; Yaohao Li; Yan Ouyang; Liqun Chen; Chen Zeng; Theo N Koelsch; Amy H Tran; Wei Liang; Jingshi Shen; Zhongping Tan
Journal:  ACS Chem Biol       Date:  2017-12-01       Impact factor: 5.100

5.  Glucose-responsive insulin by molecular and physical design.

Authors:  Naveed A Bakh; Abel B Cortinas; Michael A Weiss; Robert S Langer; Daniel G Anderson; Zhen Gu; Sanjoy Dutta; Michael S Strano
Journal:  Nat Chem       Date:  2017-09-22       Impact factor: 24.427

6.  Scope and Limitations of Fmoc Chemistry SPPS-Based Approaches to the Total Synthesis of Insulin Lispro via Ester Insulin.

Authors:  Balamurugan Dhayalan; Kalyaneswar Mandal; Nischay Rege; Michael A Weiss; Simon H Eitel; Thomas Meier; Ralph O Schoenleber; Stephen B H Kent
Journal:  Chemistry       Date:  2017-01-10       Impact factor: 5.020

7.  Facile folding of insulin variants bearing a prosthetic C-peptide prepared by α-ketoacid-hydroxylamine (KAHA) ligation.

Authors:  Gábor N Boross; Satomi Shimura; Melissa Besenius; Norbert Tennagels; Kai Rossen; Michael Wagner; Jeffrey W Bode
Journal:  Chem Sci       Date:  2018-09-11       Impact factor: 9.825

8.  Synthesis and Characterization of Phenylboronic Acid-Modified Insulin With Glucose-Dependent Solubility.

Authors:  Nai-Pin Lin; Nan Zheng; Landa Purushottam; Yi Wolf Zhang; Danny Hung-Chieh Chou
Journal:  Front Chem       Date:  2022-03-16       Impact factor: 5.221

  8 in total

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