Enfuvirtide

Enfuvirtide is a biomimetic peptide inhibitor of HIV-1 fusion with CD4+ cells. It inhibits HIV-1 infectivity of HeLa cells stably expressing CD4 by the HXB2 strain (IC50 = 692 pM) and by clinical isolates (IC90s = 6.1-61 nM) in a single-cycle infectivity assay. It also inhibits genomic integration of HIV-1 into human intraepithelial vaginal cells and peripheral blood mononuclear cells (PBMCs, IC50s = 51.2 and 13.58 µM, respectively). Enfuvirtide binds to a recombinant molecular mimic of HIV-1 glycoprotein gp41 that contains three N-terminal heptad and two C-terminal heptad repeat regions (Kd = 32 nM). It also binds to recombinant formyl peptide receptors (FPR) expressed in rat basophilic leukemia cells (IC50 = 5 nM) and attracts and activates human peripheral blood phagocytes, but not T lymphocytes, in vitro when used at a concentration of 100 nM. Formulations containing enfuvirtide have been used in combination therapy for the treatment of HIV-1/AIDS.Formal Name: N-acetyl-L-tyrosyl-L-threonyl-L-seryl-L-leucyl-L-isoleucyl-L-histidyl-L-seryl-L-leucyl-L-isoleucyl-L-alpha-glutamyl-L-alpha-glutamyl-L-seryl-L-glutaminyl-L-asparaginyl-L-glutaminyl-L-glutaminyl-L-alpha-glutamyl-L-lysyl-L-asparaginyl-L-alpha-glutamyl-L-glutaminyl-L-alpha-glutamyl-L-leucyl-L-leucyl-L-alpha-glutamyl-L-leucyl-L-alpha-aspartyl-L-lysyl-L-tryptophyl-L-alanyl-L-seryl-L-leucyl-L-tryptophyl-L-asparaginyl-L-tryptophyl-L-phenylalaninamide. CAS Number: 159519-65-0. Molecular Formula: C204H301N51O64. Formula Weight: 4491.9. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 5 mg/ml, DMSO: 5 mg/ml, PBS (pH 7.2): 2 mg/ml. lambdamax: 279 nm. SMILES: NC([C@@H](NC([C@@H](NC([C@H](CC(N)=O)NC([C@@H](NC([C@H](CC(C)C)NC([C@H](CO)NC([C@@H](NC([C@@H](NC([C@H](CCCCN)NC([C@@H](NC([C@H](CC(C)C)NC([C@H](CCC(O)=O)NC([C@H](CC(C)C)NC([C@H](CC(C)C)NC([C@H](CCC(O)=O)NC([C@H](CCC(N)=O)NC([C@H](CCC(O)=O)NC([C@H](CC(N)=O)NC([C@H](CCCCN)NC([C@H](CCC(O)=O)NC([C@H](CCC(N)=O)NC([C@H](CCC(N)=O)NC([C@H](CC(N)=O)NC([C@H](CCC(N)=O)NC([C@H](CO)NC([C@H](CCC(O)=O)NC([C@H](CCC(O)=O)NC([C@@]([C@H](CC)C)([H])NC([C@H](CC(C)C)NC([C@H](CO)NC([C@@H](NC([C@@]([C@H](CC)C)([H])NC([C@H](CC(C)C)NC([C@H](CO)NC([C@@]([C@@H](C)O)([H])NC([C@@H](NC(C)=O)CC1=CC=C(O)C=C1)=O)=O)=O)=O)=O)CC2=CN=CN2)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)CC(O)=O)=O)=O)CC3=CNC4=C3C=CC=C4)=O)C)=O)=O)=O)CC5=CNC6=C5C=CC=C6)=O)=O)CC7=CNC8=C7C=CC=C8)=O)CC9=CC=CC=C9)=O. InChi Code: InChI=1S/C204H301N51O64/c1-20-102(15)166(253-195(310)137(75-100(11)12)239-200(315)150(93-258)251-190(305)143(82-112-90-215-95-219-112)248-203(318)167(103(16)21-2)254-196(311)138(76-101(13)14)240-201(316)151(94-259)252-204(319)168(105(18)260)255-197(312)139(221-106(19)261)78-108-45-47-113(262)48-46-108)202(317)233-131(58-68-164(280)281)178(293)228-130(57-67-163(278)279)182(297)250-149(92-257)198(313)232-125(52-62-155(210)266)179(294)245-145(84-157(212)268)191(306)229-124(51-61-154(209)265)175(290. InChi Key: PEASPLKKXBYDKL-FXEVSJAOSA-N.