A melittin derivative
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Melittin (C-Term Cysteine labeled) (trifluoroacetate salt)

Item No. 37504

Technical Information
Formal Name
glycyl-L-isoleucylglycyl-L-alanyl-L-valyl-L-leucyl-L-lysyl-L-valyl-L-leucyl-L-threonyl-L-threonylglycyl-L-leucyl-L-prolyl-L-alanyl-L-leucyl-L-isoleucyl-L-seryl-L-tryptophyl-L-isoleucyl-L-lysyl-L-arginyl-L-lysyl-L-arginyl-L-glutaminyl-L-glutaminyl-L-cysteinamide, trifluoroacetate salt
Synonyms
  • Mel-Cys
Molecular Formula
C134H234N40O32S • XCF3COOH
Formula Weight
Purity
≥95%
A solid
Peptide Sequence
GIGAVLKVLTTGLPALISWIKRKRQQC-NH2
30% ACN/H2O: Soluble
λmax
280 nm
SMILES
[H]NCC(N[C@]([C@H](CC)C)([H])C(NCC(N[C@H](C(N[C@@H](C(C)C)C(N[C@@H](CC(C)C)C(N[C@@H](CCCCN)C(N[C@@H](C(C)C)C(N[C@@H](CC(C)C)C(N[C@]([C@@H](C)O)([H])C(N[C@]([C@@H](C)O)([H])C(NCC(N[C@@H](CC(C)C)C(N1CCC[C@H]1C(N[C@H](C(N[C@@H](CC(C)C)C(N[C@]([C@H](CC)C)([H])C(N[C@@H](CO)C(N[C@H](C(N[C@]([C@H](CC)C)([H])C(N[C@@H](CCCCN)C(N[C@@H](CCCNC(N)=N)C(N[C@@H](CCCCN)C(N[C@@H](CCCNC(N)=N)C(N[C@@H](CCC(N)=O)C(N[C@@H](CCC(N)=O)C(N[C@H](C(N)=O)CS)=O)=O)=O)=O)=O)=O)=O)=O)CC2=CNC3=C2C=CC=C3)=O)=O)=O)=O)C)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)C)=O)=O)=O.OC(C(F)(F)F)=O
InChi Code
InChI=1S/C134H234N40O32S.C2HF3O2/c1-23-72(16)104(167-99(180)60-138)125(199)149-62-100(181)151-75(19)111(185)168-102(70(12)13)127(201)163-89(55-66(4)5)119(193)157-84(41-30-33-51-137)118(192)169-103(71(14)15)128(202)164-91(57-68(8)9)121(195)172-108(78(22)177)131(205)173-107(77(21)176)126(200)150-63-101(182)153-93(58-69(10)11)132(206)174-54-36-44-96(174)124(198)152-76(20)110(184)161-90(56-67(6)7)120(194)170-106(74(18)25-3)130(204)165-94(64-175)123(197)162-92(59-79-61-148-81-38-27-26-37-80(79)81)122(196)171-105(73(17)24-2)129(203)160-83(40-29-32-50-136)113(187)156-85(42-34-52-146-133(142)143)114(188)154-82(39-28-31-49-135)112(186)155-86(43-35-53-147-134(144)145)115(189)158-87(45-47-97(139)178)116(190)159-88(46-48-98(140)179)117(191)166-95(65-207)109(141)183;3-2(4,5)1(6)7/h26-27,37-38,61,66-78,82-96,102-108,148,175-177,207H,23-25,28-36,39-60,62-65,135-138H2,1-22H3,(H2,139,178)(H2,140,179)(H2,141,183)(H,149,199)(H,150,200)(H,151,181)(H,152,198)(H,153,182)(H,154,188)(H,155,186)(H,156,187)(H,157,193)(H,158,189)(H,159,190)(H,160,203)(H,161,184)(H,162,197)(H,163,201)(H,164,202)(H,165,204)(H,166,191)(H,167,180)(H,168,185)(H,169,192)(H,170,194)(H,171,196)(H,172,195)(H,173,205)(H4,142,143,146)(H4,144,145,147);(H,6,7)/t72-,73-,74-,75-,76-,77+,78+,82-,83-,84-,85-,86-,87-,88-,89-,90-,91-,92-,93-,94-,95-,96-,102-,103-,104-,105-,106-,107-,108-;/m0./s1
InChi Key
DJXAVHHNEHIXKN-FXQKTPAXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Melittin (C-term cysteine labeled) is a derivative of the cytotoxic bee venom peptide melittin (Item No. 17494) with a cysteine residue at the C-terminus.1,2 It induces hemolysis of isolated human red blood cells at endosomal and extracellular pHs (EC50s = 5 and 6 µM at pH 5.5 and 7.4, respectively).1 Melittin (C-term cysteine labeled) has been used in the synthesis of membrane-lytic polymers that have been used in the generation of polyplexes for plasmid delivery in vitro and in vivo.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Peeler, D.J., Thai, S.N., Cheng, Y., et alpH-Sensitive polymer micelles provide selective and potentiated lytic capacity to venom peptides for effective intracellular delivery. Biomaterials 192, 235-244 (2019).

    2. Schellinger, J.G., Pahang, J.A., Johnson, R.N., et alMelittin-grafted HPMA-oligolysine based copolymers for gene delivery. Biomaterials 34(9), 2318-2326 (2013).