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Crystallization of Enantiomerically Pure Proteins from Quasi-Racemic Mixtures: Structure Determination by X-Ray Diffraction of Isotope-Labeled Ester Insulin and Human Insulin.

Mandal K, Dhayalan B, Avital-Shmilovici M, Tokmakoff A, Kent SB
Chembiochem 17 421-5 (2016)
Cited: 4 times
EuropePMC logo PMID: 26707939

Abstract

As a part of a program aimed towards the study of the dynamics of human insulin-protein dimer formation using two-dimensional infrared spectroscopy, we used total chemical synthesis to prepare stable isotope labeled [(1-(13) C=(18) O)Phe(B24) )] human insulin, via [(1-(13) C=(18) O)Phe(B24) )] ester insulin as a key intermediate product that facilitates folding of the synthetic protein molecule (see preceding article). Here, we describe the crystal structure of the synthetic isotope-labeled ester insulin intermediate and the product synthetic human insulin. Additionally, we present our observations on hexamer formation with these two proteins in the absence of phenol derivatives and/or Zn metal ions. We also describe and discuss the fractional crystallization of quasi-racemic protein mixtures containing each of these two synthetic proteins.

Articles citing this publication (4)

  1. Chiral Inactivation: An Old Phenomenon with a New Twist. Raskatov JA. Chemistry 23 16920-16923 (2017)
  2. Computational insight into the interaction of oxaliplatin with insulin. Sciortino G, Sánchez-Aparicio JE, Rodríguez-Guerra Pedregal J, Garribba E, Maréchal JD. Metallomics 11 765-773 (2019)
  3. Incorporation of Aliphatic Proline Residues into Recombinantly Produced Insulin. Breunig SL, Quijano JC, Donohue C, Henrickson A, Demeler B, Ku HT, Tirrell DA. ACS Chem Biol 18 2574-2581 (2023)
  4. Insulin Complexation with Cyclodextrins-A Molecular Modeling Approach. Bucur P, Fülöp I, Sipos E. Molecules 27 465 (2022)


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