An antiviral peptide
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Azurin (50-77) (P. aeruginosa) (trifluoroacetate salt)

Item No. 36725

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
L-leucyl-L-seryl-L-threonyl-L-alanyl-L-alanyl-L-α-aspartyl-L-methionyl-L-glutaminylglycyl-L-valyl-L-valyl-L-threonyl-L-α-aspartylglycyl-L-methionyl-L-alanyl-L-serylglycyl-L-leucyl-L-α-aspartyl-L-lysyl-L-α-aspartyl-L-tyrosyl-L-leucyl-L-lysyl-L-prolyl-L-α-aspartyl-L-aspartic acid, trifluoroacetate salt
Synonyms
  • Azurin p28
  • p28
Molecular Formula
C122H197N31O47S2 • XCF3COOH
Formula Weight
2914.2
Purity
≥95%
Formulation (Request formulation change)
A solid
Peptide Sequence
LSTAADMQGVVTDGMASGLDKDYLKPDD-OH
Solubility(Learn about Variance in Solubility)
DMF: 5 mg/mlDMSO: 30 mg/mlEthanol: 5 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
OC(C(F)(F)F)=O.CC(C)C[C@@H](C(N[C@@H](CO)C(N[C@]([C@H](O)C)([H])C(N[C@H](C(N[C@H](C(N[C@@H](CC(O)=O)C(N[C@@H](CCSC)C(N[C@@H](CCC(N)=O)C(NCC(N[C@@H](C(C)C)C(N[C@@H](C(C)C)C(N[C@]([C@H](O)C)([H])C(N[C@@H](CC(O)=O)C(NCC(N[C@@H](CCSC)C(N[C@H](C(N[C@@H](CO)C(NCC(N[C@H](C(N[C@@H](CC(O)=O)C(N[C@@H](CCCCN[H])C(N[C@@H](CC(O)=O)C(N[C@@H](CC1=CC=C(O)C=C1)C(N[C@H](C(N[C@@H](CCCCN[H])C(N2CCC[C@H]2C(N[C@@H](CC(O)=O)C(N[C@@H](CC(O)=O)C(O)=O)=O)=O)=O)=O)CC(C)C)=O)=O)=O)=O)=O)CC(C)C)=O)=O)=O)C)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)C)=O)C)=O)=O)=O)N[H]
InChi Code
InChI=1S/C122H197N31O47S2.C2HF3O2/c1-54(2)39-66(125)101(178)148-82(53-155)115(192)151-96(62(14)156)119(196)132-59(11)98(175)130-60(12)99(176)139-76(44-89(165)166)111(188)137-70(33-38-202-17)107(184)136-68(30-31-84(126)159)102(179)127-51-87(162)149-94(57(7)8)117(194)150-95(58(9)10)118(195)152-97(63(15)157)120(197)145-75(43-88(163)164)103(180)128-49-85(160)133-69(32-37-201-16)105(182)131-61(13)100(177)147-81(52-154)104(181)129-50-86(161)134-72(40-55(3)4)108(185)143-77(45-90(167)168)112(189)135-67(23-18-20-34-123)106(183)142-78(46-91(169)170)113(190)141-74(42-64-26-28-65(158)29-27-64)110(187)140-73(41-56(5)6)109(186)138-71(24-19-21-35-124)121(198)153-36-22-25-83(153)116(193)144-79(47-92(171)172)114(191)146-80(122(199)200)48-93(173)174;3-2(4,5)1(6)7/h26-29,54-63,66-83,94-97,154-158H,18-25,30-53,123-125H2,1-17H3,(H2,126,159)(H,127,179)(H,128,180)(H,129,181)(H,130,175)(H,131,182)(H,132,196)(H,133,160)(H,134,161)(H,135,189)(H,136,184)(H,137,188)(H,138,186)(H,139,176)(H,140,187)(H,141,190)(H,142,183)(H,143,185)(H,144,193)(H,145,197)(H,146,191)(H,147,177)(H,148,178)(H,149,162)(H,150,194)(H,151,192)(H,152,195)(H,163,164)(H,165,166)(H,167,168)(H,169,170)(H,171,172)(H,173,174)(H,199,200);(H,6,7)/t59-,60-,61-,62+,63+,66-,67-,68-,69-,70-,71-,72-,73-,74-,75-,76-,77-,78-,79-,80-,81-,82-,83-,94-,95-,96-,97-;/m0./s1
InChi Key
CKSGWBKAXPVDGG-IRNRAHSISA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Azurin (50-77) is a peptide fragment of the copper-containing bacterial protein azurin, which is found in P. aeruginosa, and has cell cycle arrest, cancer proliferation, and angiogenesis-regulating activities.1,2 It is an inhibitor of VEGFR2 (IC20 = ~10.7 µM).2 Azurin (50-77) (20 µM) induces cell cycle arrest at the G2/M phase in MCF-7 breast cancer cells. It reduces MCF-7 and ZR-75-1 breast cancer cell proliferation when used at a concentration of 50 µM. Azurin (50-77) reduces VEGF-A-induced capillary tube formation (IC50 = 12 µM), as well as decreases cell membrane-associated levels of F-actin, focal adhesion kinase (FAK), and paxillin and increases extracellular levels of platelet endothelial cell adhesion molecule-1 (PECAM-1) in human umbilical vein endothelial cells (HUVECs) when used at a concentration of 25 µM.2 In vivo, azurin (50-77) (10 mg/kg per day) reduces tumor volume in an MCF-7 mouse xenograft model.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yamada, T., Mehta, R.R., Lekmine, F., et al. A peptide fragment of azurin induces a p53-mediated cell cycle arrest in human breast cancer cells. Mol. Cancer Ther. 8 (10), 2947-2958 (2009).

    2. Mehta, R.R., Yamada, T., Taylor, B.N., et al. A cell penetrating peptide derived from azurin inhibits angiogenesis and tumor growth by inhibiting phosphorylation of VEGFR-2, FAK and Akt. Angiogenesis 14(3), 355-369 (2011).