Trichostatin RK

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Category Bioactive by-products
Catalog number BBF-02712
CAS
Molecular Weight 300.39
Molecular Formula C18H24N2O2

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Description

Trichostatin RK is a trigustatine derivative produced by the strain of Streptomyces sp. RK98-A74. It can induce luciferase, but its activity is lower than that of trigustatin.

Specification

IUPAC Name (2E,4E)-7-[4-(dimethylamino)phenyl]-N,4,6-trimethyl-7-oxohepta-2,4-dienamide
Canonical SMILES CC(C=C(C)C=CC(=O)NC)C(=O)C1=CC=C(C=C1)N(C)C
InChI InChI=1S/C18H24N2O2/c1-13(6-11-17(21)19-3)12-14(2)18(22)15-7-9-16(10-8-15)20(4)5/h6-12,14H,1-5H3,(H,19,21)/b11-6+,13-12+
InChI Key MOIJZGIUQNRPTH-BPLLCVTGSA-N

Reference Reading

1. Heterologous expression of the trichostatin gene cluster and functional characterization of N-methyltransferase TsnB8
Wei Liu, Vinay Gopal Jannu, Zhiwen Liu, Qingbo Zhang, Xiaodong Jiang, Liang Ma, Wenjun Zhang, Changsheng Zhang, Yiguang Zhu Org Biomol Chem. 2020 May 20;18(19):3649-3653. doi: 10.1039/d0ob00617c.
Trichostatins are potent inhibitors of histone deacetylase (HDAC). In this work, a new trichostatin derivative isotrichostatin RK (1) and five known compounds trichostatin RK (2), JBIR-111 (3), 9179B (4), trichostatic acid (5) and trichostatin A (6) were isolated from marine-derived Streptomyces sp. SCSIO 40028. The biosynthetic gene cluster (tsnB) for trichostatins was identified from Streptomyces sp. SCSIO 40028 and validated by heterologous expression in Streptomyces lividans TK64. N-Methyltransferase TsnB8 was demonstrated to catalyze successive methyltransfer reactions by in vivo gene inactivation and in vitro enzyme assays.

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