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Lee et al. could isolate cyclo(Trp-Trp) from Streptomyces sp. KH29. cWW showed antimicrobial activity against various A. baumannii strains and was highly ative against Staphylococcus aureus TK 784 (MIC 0.8 μg/ml).
编号:135162
CAS号:20829-55-4
单字母:cyclo(WW)(main chain cyclo)
| 编号: | 135162 |
| 中文名称: | 环二肽cyclo(Trp-Trp) |
| 英文名: | c(Trp-Trp) |
| 英文同义词: | c(Trp-Trp)、cyclo(Trp-Trp) |
| CAS号: | 20829-55-4 |
| 单字母: | cyclo(WW)(main chain cyclo) |
| 三字母: | cyclo(Trp-Trp)(main chain cyclo) |
| 氨基酸个数: | 2 |
| 分子式: | C22H20N4O2 |
| 平均分子量: | 372.42 |
| 精确分子量: | 372.16 |
| 等电点(PI): | - |
| pH=7.0时的净电荷数: | 0.97 |
| 平均亲水性: | -3.4 |
| 疏水性值: | -0.9 |
| 外观与性状: | 白色粉末状固体 |
| 消光系数: | 11000 |
| 来源: | 人工化学合成,仅限科学研究使用,不得用于人体。 |
| 纯度: | 95%、98% |
| 盐体系: | 可选TFA、HAc、HCl或其它 |
| 生成周期: | 2-3周 |
| 修饰类型: | 酰胺键成环 |
| 储存条件: | 负80℃至负20℃ |
| 标签: | 200+种环二肽现货 现货多肽 |
| 参考文献(References): | 1. Yin, W.-B., Xie, X.-L., Matuschek, M., et al . Reconstruction of pyrrolo[2,3- b]indoles carrying an alpha- configured reverse C3- dimethylallyl moiety by using recombinant enzymes . Org. Biomol. Chem. 8(5), 1133-1141 (2010) . <ALLPEPTIDE>2. Zou, H.-X., Xie, X.-L., Linne, U., et al . Simultaneous C7- and N1- prenylation of cyclo- L- Trp- L- Trp catalyzed by a prenyltransferase from Aspergillus oryzae . Org. Biomol. Chem. 8(13), 3037-3044 (2010) . <ALLPEPTIDE>3. Lee, K.-H., Kim, K.-W., and Rhee, K.-H. Identification of Streptomyces sp. KH29, which produces an antibiotic substance processing an inhibitory activity against multidrug- resistant Acinetobacter baumannii . J. Microbiol. Biotechnol. 20(12), 1672-1676 (2010) . <ALLPEPTIDE>4. Wollinsky, B., Ludwig, L., Hamacher, A., et al . Prenylation at the indole ring leads to a significant increase of cytotoxicity of tryptophan- containing cyclic dipeptides . Bioorg. Med. Chem. Lett. 22(12), 3866-3869 (2012) . |
| 溶解度: | DMF: 30 mg/ml DMSO: 30 mg/ml DMSO:PBS (pH 7.2) (1:10): 0.1 mg/ml Ethanol: 5 mg/ml |
| SMILES: | O=C([C@H](CC1=CNC2=C1C=CC=C2)N3)N[C@@H](CC4=CNC5=C4C=CC=C5)C3=O |
| InChI/InChI Code: | InChI=1S/C22H20N4O2/c27-21-19(9-13-11-23-17-7-3-1-5-15(13)17)25-22(28)20(26-21)10-14-12-24-18-8-4-2-6-16(14)18/h1-8,11-12,19-20,23-24H,9-10H2,(H,25,28)(H,26,27)/t19-,20-/m0/s1 |
| InChI Key: | DNHODRZUCGXYKU-PMACEKPBSA-N |
| Formal Name: | 3S,6S-bis(1H-indol-3-ylmethyl)-2,5-piperazinedione |
Lee et al. could isolate cyclo(Trp-Trp) from Streptomyces sp. KH29. cWW showed antimicrobial activity against various A. baumannii strains and was highly ative against Staphylococcus aureus TK 784 (MIC 0.8 μg/ml).
环二色氨酸是环状二肽,可作为酶底物用于合成异戊二烯基化衍生物,具备广谱抑菌真菌活性,对多重耐药菌抑制效果显著,其异戊二烯基化产物对人白血病及卵巢肿瘤细胞存在细胞毒性。
Cyclo(L-Trp-L-Trp) is a cyclic dipeptide that has been used as a substrate for indole prenyltransferases in the synthesis of mono- and diprenylated indolines. It has antibacterial activity and inhibits growth of 41 out of 49 strains of multidrug resistant A. baumannii (MICs = 12.5-25 µg/ml) as well as B. subtilis , M. luteus , S. aureus , S. cerevisiae , A. niger , and C. albicans (MICs = 12.5-50 µg/ml). Prenylated forms of cyclo(L-Trp-L-Trp) are cytotoxic against human leukemia and ovarian cell lines.
环二肽又叫2,5-二酮哌嗪的衍生物,作为环肽成员中最小的一类环肽,专肽生物有部分环二肽的现货,也可以根据实验需求,定制含D型与L型,S与R构型的氨基酸。
| DOI | 名称 | |
|---|---|---|
| 10.1211/0022357001773535 | Cyclic dipeptides in the induction of maturation for cancer therapy | 下载 |





