Next Article in Journal
Construction of Luminogen Exhibiting Multicolored Emission Switching through Combination of Twisted Conjugation Core and Donor-Acceptor Units
Previous Article in Journal
Spiro[pyrrolidine-3,3′-oxindoles] and Their Indoline Analogues as New 5-HT6 Receptor Chemotypes
Article Menu
Issue 12 (December) cover image

Export Article

Open AccessArticle
Molecules 2017, 22(12), 2224; https://doi.org/10.3390/molecules22122224

A Novel Antibiotic Mechanism of l-Cyclopropylalanine Blocking the Biosynthetic Pathway of Essential Amino Acid l-Leucine

1
Department of Traditional Chinese Medicine, Henan Agricultural University, Zhengzhou 450002, China
2
Department of Microbiology, Henan Agricultural University, Zhengzhou 450002, China
3
National Center for Genetic Engineering and Biotechnology, NSTDA, Pathum Thani 12120, Thailand
*
Author to whom correspondence should be addressed.
Received: 14 November 2017 / Revised: 11 December 2017 / Accepted: 12 December 2017 / Published: 14 December 2017
(This article belongs to the Section Natural Products Chemistry)
Full-Text   |   PDF [2650 KB, uploaded 14 December 2017]   |  

Abstract

The unusual amino acid l-cyclopropylalanine was isolated from the mushroom Amanita virgineoides after detection in an anti-fungal screening test. l-Cyclopropylalanine was found to exhibit broad-spectrum inhibition against fungi and bacteria. The anti-fungal activity was found to be abolished in the presence of the amino acid l-leucine, but not any other amino acids, indicating that l-cyclopropylalanine may block the biosynthesis of the essential amino acid l-leucine, thereby inhibiting fungal and bacteria growth. Further biochemical studies found l-cyclopropylalanine indeed inhibits α-isopropylmalate synthase (α-IMPS), the enzyme that catalyzes the rate-limiting step in the biosynthetic pathway of l-leucine. Inhibition of essential l-leucine synthesis in fungal and bacteria organisms, a pathway absent in host organisms such as humans, may represent a novel antibiotic mechanism to counter the ever-increasing problem of drug resistance to existing antibiotics. View Full-Text
Keywords: l-cyclopropylalanine; anti-fungal activity; α-isopropylmalate synthase; natural antibiotics l-cyclopropylalanine; anti-fungal activity; α-isopropylmalate synthase; natural antibiotics
Figures

Figure 1

This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).

Supplementary material

SciFeed

Share & Cite This Article

MDPI and ACS Style

Ma, B.; Shen, J.; Yindeeyoungyeon, W.; Ruan, Y. A Novel Antibiotic Mechanism of l-Cyclopropylalanine Blocking the Biosynthetic Pathway of Essential Amino Acid l-Leucine. Molecules 2017, 22, 2224.

Show more citation formats Show less citations formats

Note that from the first issue of 2016, MDPI journals use article numbers instead of page numbers. See further details here.

Related Articles

Article Metrics

Article Access Statistics

1

Comments

[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert
Back to Top