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Feglymycin

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Category Human immunodeficiency Virus (HIV)
CAS 209335-49-9
Description It is an amphoteric, 13-member, linear peptide featuring 3,5-dihydroxyphenylalanine and a terminal dicarboxylate amino acid. It is isolated from Streptomyces sp. DSM 11171. It is a potent antiviral agent with antibacterial activity, including MRSA. It specifically inhibits the enzymes mura and murc. It inhibits cell-to-cell transfer between HIV-infected T cells, uninfected CD4+ T cells, and the DC-SIGN-mediated viral transfer to CD4+ T cells.
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Product Information

Synonyms Feglymycin;209335-49-9;(2R)-2-(4-hydroxyphenyl)glycyl-(2R)-2-(3,5-dihydroxyphenyl)glycyl-L-valyl-(2R)-2-(3,5-dihydroxyphenyl)glycyl-(2S)-2-(4-hydroxyphenyl)glycyl-(2R)-2-(3,5-dihydroxyphenyl)glycyl-(2S)-2-(4-hydroxyphenyl)glycyl-(2R)-2-(3,5-dihydroxyphenyl)glycyl-L-valyl-(2R)-2-(3,5-dihydroxyphenyl)glycyl-(2S)-2-(4-hydroxyphenyl)glycyl-L-phenylalanyl-L-aspartic acid;Feglymicin (compound 30);BDBM119091;AKOS040756092;HY-W714002;DA-63404;CS-0820297;
IUPAC Name (2S)-2-[[(2S)-2-[[(2S)-2-[[(2R)-2-[[(2S)-2-[[(2R)-2-[[(2S)-2-[[(2R)-2-[[(2S)-2-[[(2R)-2-[[(2S)-2-[[(2R)-2-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-2-(3,5-dihydroxyphenyl)acetyl]amino]-3-methylbutanoyl]amino]-2-(3,5-dihydroxyphenyl)acetyl]amino]-2-(4-hydroxyphenyl)acetyl]amino]-2-(3,5-dihydroxyphenyl)acetyl]amino]-2-(4-hydroxyphenyl)acetyl]amino]-2-(3,5-dihydroxyphenyl)acetyl]amino]-3-methylbutanoyl]amino]-2-(3,5-dihydroxyphenyl)acetyl]amino]-2-(4-hydroxyphenyl)acetyl]amino]-3-phenylpropanoyl]amino]butanedioic acid
Molecular Weight 723
Molecular Formula C38H52N6O7
Canonical SMILES [2H]C([2H])([2H])C([C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)[C@H](CN(CC2=CC=C(C=C2)C3=CC=CC=N3)NC(=O)[C@H](C(C([2H])([2H])[2H])(C([2H])([2H])[2H])C([2H])([2H])[2H])NC(=O)OC)O)NC(=O)OC)(C([2H])([2H])[2H])C([2H])([2H])[2H]
InChI InChI=1S/C95H97N13O30/c1-43(2)73(99-90(132)78(50-27-59(113)37-60(114)28-50)101-84(126)72(96)46-10-18-55(109)19-11-46)85(127)106-81(53-33-65(119)40-66(120)34-53)93(135)103-77(49-16-24-58(112)25-17-49)89(131)108-82(54-35-67(121)41-68(122)36-54)94(136)104-76(48-14-22-57(111)23-15-48)88(130)107-79(51-29-61(115)38-62(116)30-51)91(133)100-74(44(3)4)86(128)105-80(52-31-63(117)39-64(118)32-52)92(134)102-75(47-12-20-56(110)21-13-47)87(129)97-69(26-45-8-6-5-7-9-45)83(125)98-70(95(137)138)42-71(123)124/h5-25,27-41,43-44,69-70,72-82,109-122H,26,42,96H2,1-4H3,(H,97,129)(H,98,125)(H,99,132)(H,100,133)(H,101,126)(H,102,134)(H,103,135)(H,104,136)(H,105,128)(H,106,127)(H,107,130)(H,108,131)(H,123,124)(H,137,138)/t69-,70-,72+,73-,74-,75-,76-,77-,78+,79+,80+,81+,82+/m0/s1
InChIKey QJQKBRUTBCTBKE-OVYRLPCXSA-N
Purity >95% by HPLC
Density 1.5±0.1 g/cm3
Solubility Soluble in Ethanol, Methanol, DMF, DMSO; Poorly soluble in Water
Appearance Tan Solid
Storage Please store the product under the recommended conditions in the Certificate of Analysis.

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