Rational design of a highly reactive dicysteine peptide tag for fluorogenic protein labelling

Literature Information

Publication Date 2018-08-14
DOI 10.1039/C8OB01417E
Impact Factor 3.876
Authors

Miroslava Strmiskova, Kelvin Tsao, Jeffrey W. Keillor


View Original

Abstract

Rationally designed libraries of a short helical peptide sequence containing two cysteine residues were screened kinetically for their reactivity towards complementary dimaleimide fluorogens. This screening revealed variant sequences whose reactivity has been increased by an order of magnitude relative to the original sequence. The most reactive engineered sequences feature mutant residues bearing positive charges, suggesting the pKa values of the adjacent thiol groups have been significantly lowered, through electrostatic stabilization of the thiolate ionization state. pH-Rate profiles measured for several mutant sequences support this mechanism of rate enhancement. The practical utility of the enhanced reactivity of the final engineered dicysteine tag (‘dC10*’) was then demonstrated in the fluorogenic intracellular labelling of histone H2B in living HeLa cells.

Related Literature

Back cover

2021-10-05 Cover

DOI: 10.1039/D1PY90129J

PNIPAM-immobilized gold-nanoparticles with colorimetric temperature-sensing and reusable temperature-switchable catalysis properties

Si Wu, Lei Lei, Yuzheng Xia, Susan Oliver, Xiaonong Chen, Cyrille Boyer, Zhiyong Nie, Shuxian Shi

2021-11-12 Paper

DOI: 10.1039/D1PY01180D

Effects of various Cu(0), Fe(0), and proanthocyanidin reducing agents on Fe(iii)-catalysed ATRP for the synthesis of PMMA block copolymers and their self-assembly behaviours

Yi-Shen Huang, Han-Yu Hsueh, Junko Aimi, Li-Chieh Chou, Yu-Chi Lu, Chung-Chi Wang, Kuo-Yu Chen, Chih-Feng Huang

2020-06-18 Paper

DOI: 10.1039/D0PY00658K

Chiral amines as initiators for ROP and their chiral induction on poly(2-aminoisobutyric acid) chains

Matthias Rohmer, Özgün Ucak, Rahul Fredrick, Wolfgang H. Binder

2021-09-29 Paper

DOI: 10.1039/D1PY01021B

Contents list

Front/Back Matter

DOI: 10.1039/D0PY90141E

Balancing the transesterification reactivity of isosorbide with diphenyl carbonate: preferential activation of exo-OH

Ming Zhang, Yifei Tu, Zibo Zhou, Guozhang Wu

2020-07-23 Paper

DOI: 10.1039/D0PY00764A

One-pot synthesis of amphiphilic multiblock poly(2-oxazoline)s via para-fluoro-thiol click reactions

Tieshuai Zhao, Ben Drain, Gokhan Yilmaz, C. Remzi Becer

2021-09-20 Paper

DOI: 10.1039/D1PY00944C

Impact of multi-vinyl taxogen dimensions on high molecular weight soluble polymer synthesis using transfer-dominated branching radical telomerisation

Oliver B. Penrhyn-Lowe, Sean Flynn, Savannah R. Cassin, Samuel Mckeating, Sarah Lomas, Stephen Wright, Pierre Chambon, Steve P. Rannard

2021-10-22 Paper

DOI: 10.1039/D1PY01103K

Front cover

2021-11-16 Cover

DOI: 10.1039/D1PY90148F

You might also like

Compound Q&A

What is the market or research trend for N-(4-Methoxybenzyl)-2-pyridinamine (CAS: 52818-63-0)?

N-(4-Methoxybenzyl)-2-pyridinamine (CAS: 52818-63-0) is increasingly being used ...

52818-63-0N-(4-Methoxybenzyl)-...
Compound Q&A

What precautions should be taken when handling Ethyl 4-(2-chlorophenyl)-1,3-thiazole-2-carboxylate (CAS: 1050507-06-6)?

When handling Ethyl 4-(2-chlorophenyl)-1,3-thiazole-2-carboxylate, appropriate p...

1050507-06-6Ethyl 4-(2-chlorophe...
Compound Q&A

What regulatory guidelines apply to diethyldiselane (CAS: 628-39-7)?

Diethyldiselane (CAS: 628-39-7) is classified under the Globally Harmonized Syst...

628-39-7Diethyldiselane
Compound Q&A

What is the market or research trend for oxocopper (CAS: 12053-18-8)?

The market for oxocopper (CAS: 12053-18-8) is primarily driven by its use in cat...

12053-18-8oxocopper; oxo-(oxoc...
Compound Q&A

What is the market or research trend for 5-{[(2-Methyl-2-propanyl)oxy]carbonyl}-5-azaspiro[2.4]heptane-7-carboxylic acid?

The market for 5-{[(2-Methyl-2-propanyl)oxy]carbonyl}-5-azaspiro[2.4]heptane-7-c...

1268519-54-55-{[(2-Methyl-2-prop...
Compound Q&A

What is 2-(1-Pyrrolidinyl)-4-pyridinamine (CAS: 35981-63-6)?

2-(1-Pyrrolidinyl)-4-pyridinamine is a chemical compound with the CAS number 359...

35981-63-62-(1-Pyrrolidinyl)-4...
Compound Q&A

What are the physical and chemical properties of 2-(3-Pyridinyl)-1-azabicyclo[2.2.2]octane (CAS: 91556-75-1)?

2-(3-Pyridinyl)-1-azabicyclo[2.2.2]octane (CAS: 91556-75-1) is a crystalline sol...

91556-75-12-(3-Pyridinyl)-1-az...
Compound Q&A

How is (S)-Alpha-allyl-proline hydrochloride (CAS: 129704-91-2) typically synthesized?

(S)-Alpha-allyl-proline hydrochloride is usually synthesized via a Wittig reacti...

129704-91-2(S)-Alpha-allyl-prol...
Compound Q&A

What is 3-Methyl-1,2-oxazole-5-carboxylic acid (CAS: 4857-42-5)?

3-Methyl-1,2-oxazole-5-carboxylic acid (CAS: 4857-42-5) is an organic compound w...

4857-42-53-Methyl-1,2-oxazole...
Compound Q&A

How is Lys-SMCC-DM1 (CAS: 1281816-04-3) typically synthesized?

Lys-SMCC-DM1 is synthesized via a multi-step process involving the coupling of S...

1281816-04-3Lys-SMCC-DM1

Source Journal

Organic & Biomolecular Chemistry

Organic & Biomolecular Chemistry
CiteScore: 3.4
Self-citation Rate: 10.3%
Articles per Year: 1041

Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.

Recommended Compounds

Recommended Suppliers

Disclaimer
This page provides academic journal information for reference and research purposes only. We are not affiliated with any journal publishers and do not handle publication submissions. For publication-related inquiries, please contact the respective journal publishers directly.
If you notice any inaccuracies in the information displayed, please contact us at support@chemtradehub.com. We will promptly review and address your concerns.