Ac2-26 (human) (ammonium salt)

Ac2-26 is an annexin A1-mimetic peptide that corresponds to amino acids 2-26 of the N-terminus in annexin A1. It binds to HEK293 cells expressing human formyl peptide receptor 1 (FPR1) or FPR2, also known as FPR-like 1 (FPRL1, EC50s = 1.4 and 1.8 µM, respectively, in a radioligand binding assay), as well as inhibits polymorphonuclear leukocyte (PMN) rolling over TNF-alpha-stimulated human umbilical vein endothelial cells (HUVECs) when used at concentrations of 10 and 30 µM. Ac2-26 (10 and 100 µg/ml) inhibits LPS-induced production of prostaglandin E2 (PGE2, Cay-14010) and nitric oxide (NO) in rat microglial cells. It decreases pulmonary edema in a rat model of ventilator-induced ischemia-reperfusion injury when administered at doses of 0.5 and 1 mg/kg.Formal Name: N-acetyl-L-alanyl-L-methionyl-L-valyl-L-seryl-L-alpha-glutamyl-L-phenylalanyl-L-leucyl-L-lysyl-L-glutaminyl-L-alanyl-L-tryptophyl-L-phenylalanyl-L-isoleucyl-L-alpha-glutamyl-L-asparaginyl-L-alpha-glutamyl-L-alpha-glutamyl-L-glutaminyl-L-alpha-glutamyl-L-tyrosyl-L-valyl-L-glutaminyl-L-threonyl-L-valyl-L-lysine, monoammonium salt. Synonyms: Ac-AMVSEFLKQAWFIENEEQEYVQTVK-OH, Ac-ANX-A12-26, N-Acetyl-AMVSEFLKQAWFIENEEQEYVQTVK. Molecular Formula: C141H210N32O44S . NH4. Formula Weight: 3107.5. Purity: >90%. Formulation: (Request formulation change), A solid. Solubility: PBS (pH 7.2): 1 mg/ml. lambdamax: 260 nm. SMILES: OC(C=C1)=CC=C1C[C@@H](C(N[C@@H](C(C)C)C(N[C@@H](CCC(N)=O)C(N[C@@H]([C@H](O)C)C(N[C@@H](C(C)C)C(N[C@H](C(O)=O)CCCCN)=O)=O)=O)=O)=O)NC([C@H](CCC(O)=O)NC([C@H](CCC(N)=O)NC([C@H](CCC(O)=O)NC([C@H](CCC(O)=O)NC([C@H](CC(N)=O)NC([C@H](CCC(O)=O)NC([C@H]([C@@H](C)CC)NC([C@H](CC2=CC=CC=C2)NC([C@@H](NC([C@H](C)NC([C@H](CCC(N)=O)NC([C@H](CCCCN)NC([C@H](CC(C)C)NC([C@@H](NC([C@H](CCC(O)=O)NC([C@H](CO)NC([C@H](C(C)C)NC([C@H](CCSC)NC([C@H](C)NC(C)=O)=O)=O)=O)=O)=O)CC3=CC=CC=C3)=O)=O)=O)=O)=O)CC4=CNC5=CC=CC=C45)=O)=O)=O)=O)=O)=O)=O)=O)=O.[NH4+]. InChi Code: InChI=1S/C141H210N32O44S.H3N/c1-16-73(10)115(139(214)160-93(48-56-111(190)191)126(201)167-101(66-106(147)181)132(207)157-90(45-53-108(184)185)123(198)155-89(44-52-107(182)183)122(197)154-87(42-50-104(145)179)121(196)156-91(46-54-109(186)187)124(199)165-99(64-80-37-39-82(177)40-38-80)133(208)170-112(70(4)5)136(211)159-88(43-51-105(146)180)127(202)173-116(76(13)175)140(215)171-114(72(8)9)137(212)161-95(141(216)217)36-26-28-59-143)172-134(209)98(63-79-31-21-18-22-32-79)166-131(206)100(65-81-67-148-84-34-24-23-33-83(81)84)162-118(193)75(12)150-119(194)86(41-49-103(144)178)153-120(195)85(35-25-27-58-142)152-129(204)96(61-69(2)3)163-130(205)97(62-78-29-19-17-20-30-78)164-125(200)92(47-55-110(188)189)158-135(210)102(68-174)168-138(213)113(71(6)7)169-128(203)94(57-60-218-15)151-117(192)74(11)149-77(14)176,/h17-24,29-34,37-40,67,69-76,85-102,112-116,148,174-175,177H,16,25-28,35-36,41-66,68,142-143H2,1-15H3,(H2,144,178)(H2,145,179)(H2,146,180)(H2,147,181)(H,149,176)(H,150,194)(H,151,192)(H,152,204)(H,153,195)(H,154,197)(H,155,198)(H,156,196)(H,157,207)(H,158,210)(H,159,211)(H,160,214)(H,161,212)(H,162,193)(H,163,205)(H,164,200)(H,165,199)(H,166,206)(H,167,201)(H,168,213)(H,169,203)(H,170,208)(H,171,215)(H,172,209)(H,173,202)(H,182,183)(H,184,185)(H,186,187)(H,188,189)(H,190,191)(H,216,217),1H3/p+1/t73-,74-,75-,76+,85-,86-,87-,88-,89-,90-,91-,92-,93-,94-,95-,96-,97-,98-,99-,100-,101-,102-,112-,113-,114-,115-,116-,/m0./s1. InChi Key: FOIJPWAHSSBILZ-CGTRJMPNSA-O.