cyclo(L-Tyr-L-Val)
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| Category | Others |
| Catalog number | BBF-04686 |
| CAS | 21754-25-6 |
| Molecular Weight | 262.3 |
| Molecular Formula | C14H18N2O3 |
| Purity | >95% by HPLC |
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Description
Cyclo(L-Tyr-L-Val) is a diketopiperazine metabolite isolated from marine actinomycetes (Nocardiopsis gilva).
Specification
| Synonyms | Cyclo(Tyr-Val) |
| Storage | Store at -20°C |
| IUPAC Name | 3-[(4-hydroxyphenyl)methyl]-6-propan-2-ylpiperazine-2,5-dione |
| Canonical SMILES | CC(C)C1C(=O)NC(C(=O)N1)CC2=CC=C(C=C2)O |
| InChI | InChI=1S/C14H18N2O3/c1-8(2)12-14(19)15-11(13(18)16-12)7-9-3-5-10(17)6-4-9/h3-6,8,11-12,17H,7H2,1-2H3,(H,15,19)(H,16,18) |
| InChI Key | LMDVFSHGYANGRP-UHFFFAOYSA-N |
Properties
| Solubility | Soluble in ethanol, methanol, DMF, DMSO |
Reference Reading
1. Cyclic peptides from an endophytic fungus obtained from a mangrove leaf (Kandelia candel)
Huarong Huang, Zhigang She, Yongcheng Lin, L L P Vrijmoed, Wenhan Lin J Nat Prod. 2007 Nov;70(11):1696-9. doi: 10.1021/np0605891. Epub 2007 Oct 19.
Two new cyclic depsipeptides, 1962A (1) and 1962B (2), along with the three known cyclodipeptides cyclo-(Leu-Tyr) (3), cyclo-(Phe-Gly) (4), and cyclo-(Leu-Leu) (5) were isolated from the fermentation broth of the mangrove endophytic fungus (No. 1962) isolated from an old leaf of Kandelia candel collected in Hong Kong. Through spectroscopic experimentation, X-ray crystallographic analysis, and acid hydrolysis followed by chiral HPLC analysis, their structures were established to be 1962A, cyclo-(D-Leu-Gly-L-Tyr-L-Val-Gly-S-O-Leu) (1), and 1962B, cyclo-(D-Leu-Gly-L-Phe-L-Val-Gly-S-O-Leu) (2), respectively. Both of these new cyclo-depsipeptides were found to contain one d-amino acid. In the MTT bioassay, 1962A (1) showed weak activity against human breast cancer MCF-7 cells.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
