Aspartyl-isoleucine
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| Category | Others |
| Catalog number | BBF-04937 |
| CAS | 13433-07-3 |
| Molecular Weight | 246.26 |
| Molecular Formula | C10H18N2O5 |
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Specification
| Synonyms | alpha-Asp-Ile; L-Aspartyl-L-Isoleucine; L-alpha-aspartyl-L-isoleucine |
| Sequence | H-Asp-Ile-OH |
| IUPAC Name | (2S,3S)-2-[[(2S)-2-amino-3-carboxypropanoyl]amino]-3-methylpentanoic acid |
| Canonical SMILES | CCC(C)C(C(=O)O)NC(=O)C(CC(=O)O)N |
| InChI | InChI=1S/C10H18N2O5/c1-3-5(2)8(10(16)17)12-9(15)6(11)4-7(13)14/h5-6,8H,3-4,11H2,1-2H3,(H,12,15)(H,13,14)(H,16,17)/t5-,6-,8-/m0/s1 |
| InChI Key | BSWHERGFUNMWGS-HAFWLYHUSA-N |
Reference Reading
1. Heat shock protein 27-targeted heptapeptide of the PKCΔ catalytic V5 region sensitizes tumors with radio- and chemoresistance
Hae-June Lee, Eun-Ho Kim, Woo Duck Seo, Tae Hyun Choi, Gi-Jeong Cheon, Yoon-Jin Lee, Yun-Sil Lee Int J Radiat Oncol Biol Phys. 2011 May 1;80(1):221-30. doi: 10.1016/j.ijrobp.2010.11.069. Epub 2011 Feb 15.
Purpose: Previous data suggest that the PKCδ catalytic V5 (PKCδ-V5) heptapeptide (HEPT) (FEQFLDI) binds HSP27 and blocks HSP27-mediated radio- or chemoresistance. Here we investigated further the in vivo function of the PKCδ-V5 HEPT. Methods and materials: Labeling of HEPT with Cy5.5 or fluorescein isothiocyanate was performed to evaluate in vitro or in vivo distribution of HEPT. A clonogenic survival assay, flow cytometry, and Western blotting of cleaved caspase-3 were performed to determine in vitro sensitization effects of HEPT plus ionizing radiation (IR) versus IR alone or those of HEPT plus cisplatin(Cis) versus Cis alone. A nude mouse xenografting system was also applied to detect in vivo sensitizing effects of HEPT. Results: HEPT efficiently bound to HSP27 and showed sensitization after combined treatment with IR versus treatment with Cis alone in NCI-H1299 lung carcinoma cells, with higher HSP27 expression, which was similar to that of combined treatment with IR or with Cis alone in NCI-H460 lung carcinoma cells with lower HSP27 expression. In vivo image analysis using Cy5.5-labeled HEPT showed that HEPT was retained in HSP27-overexpressing cancer cells after xenografting to nude mice. Combined treatment of HEPT with IR versus that with Cis alone in xenografted mice showed that HEPT increased radio- or chemosensitization in NCI-H1299 cells compared to that in mice xenografted with NCI-H460 cells. Conclusions: The novel PKCδ-V5 HEPT may help overcome HSP27-mediated radio- or chemoresistance.
2. Structural insight into the interaction of O-acetylserine sulfhydrylase with competitive, peptidic inhibitors by saturation transfer difference-NMR
Roberto Benoni, Thelma A Pertinhez, Francesca Spyrakis, Silvia Davalli, Sara Pellegrino, Gianluca Paredi, Angelica Pezzotti, Stefano Bettati, Barbara Campanini, Andrea Mozzarelli FEBS Lett. 2016 Apr;590(7):943-53. doi: 10.1002/1873-3468.12126. Epub 2016 Mar 22.
O-acetylserine sulfhydrylase (OASS), the enzyme catalysing the last step of cysteine biosynthesis in bacteria, is involved in antibiotic resistance and biofilm formation. Since mammals lack OASS, it is a potential target for antimicrobials. However, a limited number of inhibitors has been developed and crystallized in complex with OASS. STD-NMR was applied to study the interaction of the inhibitory pentapeptide MNYDI with the CysK and CysM OASS isozymes from Salmonella Typhimurium. Results are in excellent agreement with docking and SAR studies and confirm the important role played by the C-terminal Ile5 and the arylic moiety at P3 in dictating affinity.
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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 ╳
