A route to diastereomerically pure phenylglycine thioester peptides: crucial intermediates for investigating glycopeptide antibiotic biosynthesis

Literature Information

Publication Date 2018-02-09
DOI 10.1039/C7CC09409D
Impact Factor 6.222
Authors

Madeleine Peschke, Clara Brieke


View Original

Abstract

Non-ribosomal peptides contain an array of amino acid building blocks that can present challenges for the synthesis of important intermediates. Here, we report the synthesis of glycopeptide antibiotic (GPA) thioester peptides that retains the crucial stereochemical purity of the terminal phenylglycine residue, which we show is essential for the enzymatic GPA cyclisation cascade.

Related Literature

A homogeneous digital biosensor for circulating tumor DNA by the enumeration of a dual-color quantum dot complex

Xiaojun Liu, Zhangjian Wu, Xinyi Lin, Wei Bu, Lei Qin, Hongwei Gai

2021-03-18 Paper

DOI: 10.1039/D1AN00299F

A universal nonfullerene electron acceptor matching with different band-gap polymer donors for high-performance polymer solar cells

Zhenghui Luo, Guanghao Li, Wei Gao, Kailong Wu, Zhi-Guo Zhang, Beibei Qiu, Haijun Bin, Lingwei Xue, Feng Liu, Yongfang Li, Chuluo Yang

2018-03-20 Paper

DOI: 10.1039/C7TA11339K

The synthesis and electrochemical applications of core–shell MOFs and their derivatives

Zhimin Zhao, Jiawei Ding, Rongmei Zhu, Huan Pang

2019-06-18 Review Article

DOI: 10.1039/C9TA03833G

A colorimetric sensor array for rapid discrimination of edible oil species based on a halogen ion exchange reaction between CsPbBr3 and iodide

Xin Zhang, Xiaowei Feng, Leon Lee Zhou, Bin Liu, Zhengbo Chen, Xia Zuo

2021-12-13 Paper

DOI: 10.1039/D1AN02109E

Dynamic porous metal–organic frameworks: synthesis, structure and sorption property

Chao Hou, Qing Liu, Taka-aki Okamura, Peng Wang, Wei-Yin Sun

2012-10-11 Paper

DOI: 10.1039/C2CE26533H

Ionogel-based sodium ion micro-batteries with a 3D Na-ion diffusion mechanism enable ultrahigh rate capability

Huijuan Huang, Yanfeng Dong, Feng Zhou, Chenglin Sun, Zhong-Shuai Wu

2020-01-21 Communication

DOI: 10.1039/C9EE03219C

The effects of TiO2 nanotube arrays with different diameters on macrophage/endothelial cell response and ex vivo hemocompatibility

Zeyu Du, Rui Hao, Ruiqiang Hang, Xiaohong Yao, Nan Huang, Bin Tang

2018-08-31 Paper

DOI: 10.1039/C8TB01675E

The transfer and persistence of metals in latent fingermarks

Rhiannon E. Boseley, Daryl L. Howard, Mark J. Hackett, Simon W. Lewis

2021-12-21 Paper

DOI: 10.1039/D1AN01951A

You might also like

Compound Q&A

How is Ethyl 4-chlorothieno[2,3-b]pyridine-5-carboxylate (CAS: 59713-58-5) typically synthesized?

Ethyl 4-chlorothieno[2,3-b]pyridine-5-carboxylate (CAS: 59713-58-5) can be synth...

59713-58-5Ethyl 4-chlorothieno...
Compound Q&A

What regulatory guidelines apply to 5-Methyl-1H-indole-3-carbaldehyde (CAS: 52562-50-2)?

5-Methyl-1H-indole-3-carbaldehyde (CAS: 52562-50-2) is subject to various regula...

52562-50-25-Methyl-1H-indole-3...
Compound Q&A

What are the physical and chemical properties of (1,3-Dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-5-pyrimidinyl)boronic acid (CAS: 223418-73-3)?

(1,3-Dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-5-pyrimidinyl)boronic acid is a white...

223418-73-3(1,3-Dimethyl-2,4-di...
Compound Q&A

How should waste containing Sulfocostunolide A (CAS: 1016983-51-9) be handled?

Waste containing Sulfocostunolide A (CAS: 1016983-51-9) should be handled with c...

1016983-51-9Sulfocostunolide A
Compound Q&A

What precautions should be taken when handling Murraxocin (CAS: 88478-44-8)?

When handling Murraxocin (CAS: 88478-44-8), ensure proper personal protective eq...

88478-44-8Murraxocin
Compound Q&A

What are the physical and chemical properties of Formvar (CAS: 63148-64-1)?

Formvar (CAS: 63148-64-1) is an alkyd resin characterized by a high molecular we...

63148-64-1Formvar(R)
Compound Q&A

Is (S)-4-benzyl-2-((benzyloxy)methyl)morpholine (CAS: 205242-66-6) safe?

(S)-4-benzyl-2-((benzyloxy)methyl)morpholine is generally safe when handled with...

205242-66-6(S)-4-benzyl-2-((ben...
Compound Q&A

What industries use Methyl 1-(5-bromo-2-pyrimidinyl)cyclopropanecarboxylate (CAS: 1447607-69-3)?

Methyl 1-(5-bromo-2-pyrimidinyl)cyclopropanecarboxylate (CAS: 1447607-69-3) is p...

1447607-69-3Methyl 1-(5-bromo-2-...
Compound Q&A

Is 2-Methyl-1-phenyl-1-propanamine hydrochloride (CAS: 24290-47-9) safe?

2-Methyl-1-phenyl-1-propanamine hydrochloride (CAS: 24290-47-9) is generally con...

24290-47-92-Methyl-1-phenyl-1-...
Compound Q&A

How is 3-(4-Bromophenyl)-2-methylpropanoic acid (CAS: 66735-01-1) typically synthesized?

3-(4-Bromophenyl)-2-methylpropanoic acid is synthesized through a multi-step pro...

66735-01-13-(4-Bromophenyl)-2-...

Source Journal

Chemical Communications

Chemical Communications
CiteScore: 8.6
Self-citation Rate: 4.7%
Articles per Year: 2458

ChemComm publishes urgent research which is of outstanding significance and interest to experts in the field, while also appealing to the journal’s broad chemistry readership. Our communication format is ideally suited to short, urgent studies that are of such importance that they require accelerated publication. Our scope covers all topics in chemistry, and research at the interface of chemistry and other disciplines (such as materials science, nanoscience, physics, engineering and biology) where there is a significant novelty in the chemistry aspects. Major topic areas covered include: Analytical Chemistry Catalysis Chemical Biology and medicinal chemistry Computational Chemistry and Machine Learning Energy and sustainable chemistry Environmental Chemistry Green Chemistry Inorganic Chemistry Materials Chemistry Nanoscience Organic Chemistry Physical Chemistry Polymer Chemistry Supramolecular Chemistry

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.