444605

Melittin

A 26-residue polypeptide from bee venom that binds calmodulin in a Ca²⁺-dependent manner.

• Synonym(e): Melittin
• Empirische Formel (Hill-System): C₁₃₁H₂₂₉N₃₉O₃₁
• CAS-Nummer: 37231-28-0
• Molekulargewicht: 2846.46
• MDL-Nummer: MFCD00076868
• UNSPSC-Code: 12352200
• NACRES: NA.77

Eigenschaften

• Qualitätsniveau: 100
• Beschreibung: Merck USA index - 14, 5824
• Assay: >97% (HPLC)
• Form: lyophilized
• Hersteller/Markenname: Calbiochem^®
• Lagerbedingungen: OK to freeze
• Löslichkeit: water: 1 mg/mL
• Versandbedingung: ambient
• Lagertemp.: −20°C
• SMILES String: N1(C(CCC1)C(=O)NC(C)C(=O)NC(CC(C)C)C(=O)NC(C(CC)C)C(=O)NC(CO)C(=O)NC(Cc2c3c([nH]c2)cccc3)C(=O)NC(C(CC)C)C(=O)NC(CCCCN)C(=O)NC(CCCN\C(=N\[H])\N)C(=O)NC(CCCCN)C(=O)NC(CCCN\C(=N\[H])\N)C(=O)NC(CCC(=O)N)C(=O)NC(CCC(=O)N)C(=O)N)C(=O)C(NC(=O)CNC(=O)C(NC(=O)C(NC
• InChI: 1S/C131H229N39O31/c1-23-71(16)102(163-97(176)60-135)122(194)146-62-98(177)148-74(19)109(181)164-100(69(12)13)124(196)160-88(55-65(4)5)116(188)155-84(41-30-33-51-134)115(187)165-101(70(14)15)125(197)161-90(57-67(8)9)118(190)168-106(77(22)173)128(200)169-105(76(21)172)123(195)147-63-99(178)150-92(58-68(10)11)129(201)170-54-36-44-94(170)121(193)149-75(20)108(180)158-89(56-66(6)7)117(189)166-104(73(18)25-3)127(199)162-93(64-171)120(192)159-91(59-78-61-145-80-38-27-26-37-79(78)80)119(191)167-103(72(17)24-2)126(198)157-83(40-29-32-50-133)111(183)154-85(42-34-52-143-130(139)140)112(184)152-82(39-28-31-49-132)110(182)153-86(43-35-53-144-131(141)142)113(185)156-87(46-48-96(137)175)114(186)151-81(107(138)179)45-47-95(136)174/h26-27,37-38,61,65-77,81-94,100-106,145,171-173H,23-25,28-36,39-60,62-64,132-135H2,1-22H3,(H2,136,174)(H2,137,175)(H2,138,179)(H,146,194)(H,147,195)(H,148,177)(H,149,193)(H,150,178)(H,151,186)(H,152,184)(H,153,182)(H,154,183)(H,155,188)(H,156,185)(H,157,198)(H,158,180)(H,159,192)(H,160,196)(H,161,197)(H,162,199)(H,163,176)(H,164,181)(H,165,187)(H,166,189)(H,167,191)(H,168,190)(H,169,200)(H4,139,140,143)(H4,141,142,144)
• InChIKey: VDXZNPDIRNWWCW-UHFFFAOYSA-N

Beschreibung

Allgemeine Beschreibung

A 26-residue polypeptide from bee venom that binds calmodulin in a Ca²⁺-dependent manner, activates phospholipase A₂, and inhibits protein kinase C (IC₅₀ = 5-7 µM) by binding to the catalytic domain in a Mg²⁺-ATP sensitive manner. A stimulator of G_iα and G₁₁α activity that is reported to inhibit adenylate cyclase activity in synaptic membranes. Has also been used for affinity purification of several Ca²⁺-binding proteins. Activates G_iα-1 and G₁₁α activities and inhibits G_s activity.

Biochem./physiol. Wirkung

Cell permeable: no

Product does not compete with ATP.

Reversible: no

Target IC₅₀: 5-7 µM 5-7 µM for activating phospholipase A2 and inhibits protein kinase C

Verpackung

Yes

Warnhinweis

Toxicity: Standard Handling (A)

Sequenz

H-Gly-Ile-Gly-Ala-Val-Leu-Lys-Val-Leu-Thr-Thr-Gly-Leu-Pro-Ala-Leu-Ile-Ser-Trp-Ile-Lys-Arg-Lys-Arg-Gln-Gln-NH₂

Sonstige Hinweise

Fukushima, N., et al. 1998. Peptides19, 811.
Gravitt, K.R. 1994. Biochem. Pharmacol. 47, 425.
Baudier, J., et al. 1987. Biochemistry26, 2886.
Kincaid, R.L., and Coulson, C.C. 1985. Biochem. Biophys. Res. Commun.133, 256.

Rechtliche Hinweise

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3