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Merck
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重要文件

I0661

Sigma-Aldrich

(−)-Indolactam V

≥96% (HPLC)

同義詞:

(2S,5S)-1,2,4,5,6,8-Hexahydro-5-(hydroxymethyl)-1-methyl-2-(1-methylethyl)-3H-pyrrolo[4,3,2-gh]-1,4-benzodiazonin-3-one

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About This Item

經驗公式(希爾表示法):
C17H23N3O2
CAS號碼:
分子量::
301.38
MDL號碼:
分類程式碼代碼:
12352200
PubChem物質ID:
NACRES:
NA.77
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品質等級

化驗

≥96% (HPLC)

形狀

powder

顏色

white

儲存溫度

−20°C

SMILES 字串

CC(C)[C@@H]1N(C)c2cccc3[nH]cc(C[C@@H](CO)NC1=O)c23

InChI

1S/C17H23N3O2/c1-10(2)16-17(22)19-12(9-21)7-11-8-18-13-5-4-6-14(15(11)13)20(16)3/h4-6,8,10,12,16,18,21H,7,9H2,1-3H3,(H,19,22)/t12-,16-/m0/s1

InChI 密鑰

LUZOFMGZMUZSSK-LRDDRELGSA-N

生化/生理作用

(-)-Indolactam V is a PKC activator shown to effect differentiation in embryonic stem cells leading to development of pancreatic precursors.
(-)-Indolactam V is a PKC activator shown to effect differentiation in embryonic stem cells leading to development of pancreatic precursors. It is active in the mouse model.
(−)-Indolactam V is naturally present in Streptoverticillium blastmyceticum.[1] It serves as a precursor to the teleocidin class which are alkaloids.[2] It is a the pharmacophore of lyngbyatoxin[1] and teleocidins.[2]

特點和優勢

This compound is featured on the PKC page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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Zhengren Xu et al.
Organic & biomolecular chemistry, 9(7), 2512-2517 (2011-02-23)
The total synthesis of protein kinase C activator (-)-indolactam V (IL-V) has been successfully completed with two separate approaches: From known 4-nitrotryptophan derivative 3 in 8 steps (49% overall yield) and from L-glutamic acid in 12 steps (18% overall yield)
Kazuhiro Irie et al.
Chemical record (New York, N.Y.), 5(4), 185-195 (2005-07-26)
Tumor promoters such as phorbol esters bind strongly to protein kinase C (PKC) isozymes to induce their activation. Since each PKC isozyme is involved in diverse biological events in addition to tumor promotion, the isozymes serve as promising therapeutic targets.
Synthesis of (-)-Epi-Indolactam V by an Intramolecular Buchwald-Hartwig C-N Coupling Cyclization Reaction
Mari M, et al.
The Journal of Organic Chemistry, 78(15), 7727-7734 (2013)
Minh U Huynh et al.
Journal of natural products, 73(1), 71-74 (2009-12-17)
The P450 cytochrome monooxygenase gene, ltxB, was cloned and overexpressed in Escherichia coli as a 6xHis-tagged protein. The resulting recombinant LtxB was purified by Ni-NTA affinity chromatography and characterized biochemically. Purified LtxB demonstrated typical cytochrome P450 spectroscopic properties including substrate-induced
Judith J Eckert et al.
Reproduction (Cambridge, England), 127(6), 653-667 (2004-06-04)
Epithelial differentiation including tight junction (TJ) formation occurs exclusively within the trophectoderm (TE) lineage of the mouse blastocyst. Here we examine mechanisms by which TJ protein membrane assembly might be regulated by protein kinase C (PKC) in the embryo. To

文章

Protein kinase C (PKC) is an AGC kinase that phosphorylates serine and threonine residues in many target proteins.

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