Melittin from honey bee venom

SIGMA/M2272 - ≥85% (HPLC)

CAS Number: 20449-79-0
Empirical Formula (Hill Notation): C₁₃₁H₂₂₉N₃₉O₃₁
Molecular Weight: 2846.46
MDL Number: MFCD00076868
Linear Formula: C₁₃₁H₂₂₉N₃₉O₃₁
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-M2272-1MG	1 mg	$92.00 1/EA	Add To Favorites
45-M2272-5MG	5 mg	$310.00 1/EA	Add To Favorites
45-M2272-25MG	25 mg	$1130.00 1/EA	Add To Favorites

This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: M2272-25MG

Properties
Descriptions
Safety Info.
Basic Data

antibiotic activity spectrum	Gram-negative bacteria
	Gram-positive bacteria
assay	≥85% (HPLC)
biological source	animal (Apis mellifera)
foreign activity	Phospholipase A₂ ≤0.5%
form	lyophilized powder
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)/t71-,72-,73-,74-,75-,76+,77+,81-,82-,83-,84-,85-,86-,87-,88-,89-,90-,91-,92-,93-,94-,100-,101-,102-,103-,104-,105-,106-/m0/s1
InChI key	VDXZNPDIRNWWCW-JFTDCZMZSA-N
mode of action	cell membrane \| interferes
mol wt	~_2.8 kDa
Quality Level	200
SMILES string	CC[C@H](C)[C@H](NC(=O)CN)C(=O)NCC(=O)N[C@@H](C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H]([C@@H](C)O)C(=O)NCC(=O)N[C@@H](CC(C)C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@@H](Cc2c[nH]c3ccccc23)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CCC(N)=O)C(N)=O
solubility	water: 5.00-5.20 mg/mL, clear, colorless to faintly yellow
storage temp.	−20°C

Amino Acid Sequence:	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
Application:	Melittin from honey bee venom has been used: • In 3-(4, 5-dimethyl thiazol-2-yl)-2,5diphenyl tetrazolium bromide (MTT) assay to determine its cytotoxicity effect on the growth of human cell lines. • To study the anti-microbial activity of melittin on the growth of Borrelia burgdorferi in in vitro conditions. • As a positive control in hemolysis assay and as a cytotoxic agent against HeLa cells.
Biochem/physiol Actions:	Binds calmodulin in a Ca²⁺-dependent manner; inhibits Na⁺-K⁺-ATPase.
Biochem/physiol Actions:	Melittin acts as an anti-coagulating protein by increasing the time of blood clotting in vitro. Melittin inhibits the activity of S100 calcium-binding protein B (S100B) and plays a vital role in Epilepsy treatment.
General description:	Chemical structure: peptide
General description:	Melittin is hydrophobic in nature except for a region with Lys-Arg-Lys-Arg sequence near C-terminal end. This structural characteristic makes melittin a highly surface-active and a powerful, direct haemolytic agent.† The encoded protein containins 26 amino acids. Monomeric form of melittin has a molecular weight of 2,840 Daltons and tetrameric form has molecular weight of approximately 12,500 Daltons.
Other Notes:	The principle hemolytic component of honeybee venom.
Packaging:	1, 5, 25 mg in glass bottle

Symbol	GHS06
Signal word	Danger
Hazard statements	H301 + H311
Precautionary statements	P264 - P270 - P280 - P301 + P310 - P302 + P352 + P312 - P361 + P364
Hazard Codes	T
Risk Statements	23/24/25
Safety Statements	36/37/39-45
RIDADR	UN 3462 6.1 / PGI
WGK Germany	WGK 3
Flash Point(F)	Not applicable
Flash Point(C)	Not applicable

Purity	≥85% (HPLC)
Storage Temp.	−20°C
UNSPSC	12352200

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