A peptide glucagon receptor antagonist
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[Des-His1,Glu9]-Glucagon (1-29) amide (trifluoroacetate salt)

Item No. 24459

Technical Information
Molecular Formula
C148H221N41O47S • XCF3COOH
Formula Weight
Purity
≥95%
A lyophilized powder
Formic Acid: 1 mg/ml
SMILES
NC([C@@]([C@@H](C)O)([H])NC([C@H](CC(N)=O)NC([C@@H](NC([C@H](CC(C)C)NC([C@@H](NC([C@H](CCC(N)=O)NC([C@H](C(C)C)NC([C@@H](NC([C@@H](NC([C@H](CCC(N)=O)NC([C@@H](NC([C@H](CCCNC(N)=N)NC([C@H](CCCNC(N)=N)NC([C@H](CO)NC([C@@H](NC([C@H](CC(C)C)NC([C@@H](NC([C@H](CCCCN)NC([C@H](CO)NC([C@@H](NC([C@H](CCC(O)=O)NC([C@H](CO)NC([C@@]([C@@H](C)O)([H])NC([C@@H](NC([C@@]([C@@H](C)O)([H])NC(CNC([C@H](CCC(N)=O)NC([C@H](CO)N[H])=O)=O)=O)=O)CC1=CC=CC=C1)=O)=O)=O)=O)CC2=CC=C(O)C=C2)=O)=O)=O)CC3=CC=C(O)C=C3)=O)=O)CC(O)=O)=O)=O)=O)=O)C)=O)=O)CC(O)=O)=O)CC4=CC=CC=C4)=O)=O)=O)CC5=CNC6=C5C=CC=C6)=O)=O)CCSC)=O)=O)=O.FC(F)(C(O)=O)F
InChi Code
InChI=1S/C148H221N41O47S.C2HF3O2/c1-70(2)54-95(131(221)171-94(49-53-237-11)130(220)179-102(61-111(154)202)140(230)188-117(74(8)194)120(155)210)174-135(225)101(60-81-64-162-86-29-19-18-28-84(81)86)178-128(218)92(43-47-110(153)201)172-144(234)116(72(5)6)187-138(228)99(56-77-24-14-12-15-25-77)177-136(226)103(62-114(206)207)180-127(217)91(42-46-109(152)200)165-121(211)73(7)164-124(214)88(31-22-51-160-147(156)157)167-125(215)89(32-23-52-161-148(158)159)169-142(232)106(68-192)184-137(227)104(63-115(208)209)181-132(222)96(55-71(3)4)173-133(223)97(58-79-33-37-82(197)38-34-79)175-126(216)87(30-20-21-50-149)168-141(231)105(67-191)183-134(224)98(59-80-35-39-83(198)40-36-80)176-129(219)93(44-48-113(204)205)170-143(233)107(69-193)185-146(236)119(76(10)196)189-139(229)100(57-78-26-16-13-17-27-78)182-145(235)118(75(9)195)186-112(203)65-163-123(213)90(41-45-108(151)199)166-122(212)85(150)66-190;3-2(4,5)1(6)7/h12-19,24-29,33-40,64,70-76,85,87-107,116-119,162,190-198H,20-23,30-32,41-63,65-69,149-150H2,1-11H3,(H2,151,199)(H2,152,200)(H2,153,201)(H2,154,202)(H2,155,210)(H,163,213)(H,164,214)(H,165,211)(H,166,212)(H,167,215)(H,168,231)(H,169,232)(H,170,233)(H,171,221)(H,172,234)(H,173,223)(H,174,225)(H,175,216)(H,176,219)(H,177,226)(H,178,218)(H,179,220)(H,180,217)(H,181,222)(H,182,235)(H,183,224)(H,184,227)(H,185,236)(H,186,203)(H,187,228)(H,188,230)(H,189,229)(H,204,205)(H,206,207)(H,208,209)(H4,156,157,160)(H4,158,159,161);(H,6,7)/t73-,74+,75+,76+,85-,87-,88-,89-,90-,91-,92-,93-,94-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,116-,117-,118-,119-;/m0./s1
InChi Key
WBAJBZRPTJULLX-NESNDOSYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    [Des-His1,Glu9]-Glucagon (1-29) amide is a peptide glucagon receptor antagonist (pA2 = 7.25 for glucagon binding to isolated rat liver membranes).1 It binds to glucagon receptors in a magnesium- and GTP-independent manner to stimulate breakdown of inositol phospholipids by phospholipase C, but has no effect on adenylate cyclase activity, in hepatocytes.1,2 In vivo, [Des-His1,Glu9]-glucagon (1-29) amide prevents glucagon-induced hyperglycemia in rabbits and decreases blood glucose in rats with diabetes induced by streptozotocin (Item No. 13104).1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Unson, C.G., Gurzenda, E.M., and Merrifield, R.B. Biological activities of des-His1[Glu9]glucagon amide, a glucagon antagonist. Peptides 10(6), 1171-1177 (1989).

    2. Post, S.R., Rubinstein, P.G., and Tager, H.S. Mechanism of action of des-His1-[Glu9]glucagon amide, a peptide antagonist of the glucagon receptor system. Proc. Natl. Acad. Sci. USA 90(5), 1662-1666 (1993).