An antidiabetic peptide that forms amyloid fibrils
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Amylin (human) (trifluoroacetate salt)

Item No. 24274

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
L-lysyl-L-cysteinyl-L-asparaginyl-L-threonyl-L-alanyl-L-threonyl-L-cysteinyl-L-alanyl-L-threonyl-L-glutaminyl-L-arginyl-L-leucyl-L-alanyl-L-asparaginyl-L-phenylalanyl-L-leucyl-L-valyl-L-histidyl-L-seryl-L-seryl-L-asparaginyl-L-asparaginyl-L-phenylalanylglycyl-L-alanyl-L-isoleucyl-L-leucyl-L-seryl-L-seryl-L-threonyl-L-asparaginyl-L-valylglycyl-L-seryl-L-asparaginyl-L-threonyl-L-tyrosine, cyclic (2→7)-disulfide, trifluoroacetate
Synonyms
  • IAPP (human)
  • Islet Amyloid Polypeptide (human)
Molecular Formula
C165H260N50O56S2 • XCF3COOH
Formula Weight
3904.3
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Formic Acid: 1 mg/ml
SMILES
[H]N[C@@H](CCCCN)C(N[C@H](C(N[C@@H](CC(N)=O)C(N[C@]([C@@H](C)O)([H])C(N[C@H](C(N[C@]([C@@H](C)O)([H])C1=O)=O)C)=O)=O)=O)CSSC[C@H](N1)C(N[C@H](C(N[C@]([C@@H](C)O)([H])C(N[C@@H](CCC(N)=O)C(N[C@@H](CCCNC(N)=N)C(N[C@@H](CC(C)C)C(N[C@H](C(N[C@@H](CC(N)=O)C(N[C@H](C(N[C@@H](CC(C)C)C(N[C@@H](C(C)C)C(N[C@H](C(N[C@@H](CO)C(N[C@@H](CO)C(N[C@@H](CC(N)=O)C(N[C@@H](CC(N)=O)C(N[C@H](C(NCC(N[C@H](C(N[C@]([C@H](CC)C)([H])C(N[C@@H](CC(C)C)C(N[C@@H](CO)C(N[C@@H](CO)C(N[C@]([C@@H](C)O)([H])C(N[C@@H](CC(N)=O)C(N[C@@H](C(C)C)C(NCC(N[C@@H](CO)C(N[C@@H](CC(N)=O)C(N[C@]([C@@H](C)O)([H])C(N[C@H](C(O)=O)CC2=CC=C(O)C=C2)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)C)=O)=O)CC3=CC=CC=C3)=O)=O)=O)=O)=O)CC4=CN=CN4)=O)=O)=O)CC5=CC=CC=C5)=O)=O)C)=O)=O)=O)=O)=O)C)=O)=O.OC(C(F)(F)F)=O
InChi Code
InChI=1S/C165H260N50O56S2.C2HF3O2/c1-22-75(12)124(158(264)198-94(47-71(4)5)139(245)202-108(64-218)152(258)205-110(66-220)153(259)215-128(83(20)224)161(267)200-104(58-119(174)233)146(252)208-122(73(8)9)156(262)180-61-121(235)186-106(62-216)149(255)196-102(56-117(172)231)147(253)214-129(84(21)225)162(268)201-105(164(270)271)51-87-38-40-89(226)41-39-87)210-131(237)76(13)182-120(234)60-179-135(241)96(49-85-32-25-23-26-33-85)192-143(249)100(54-115(170)229)194-144(250)101(55-116(171)230)195-150(256)107(63-217)204-151(257)109(65-219)203-141(247)98(52-88-59-177-69-181-88)199-157(263)123(74(10)11)209-145(251)95(48-72(6)7)191-140(246)97(50-86-34-27-24-28-35-86)193-142(248)99(53-114(169)228)189-130(236)77(14)183-138(244)93(46-70(2)3)190-136(242)91(37-31-45-178-165(175)176)187-137(243)92(42-43-113(168)227)188-160(266)126(81(18)222)211-132(238)78(15)184-154(260)111-67-272-273-68-112(206-134(240)90(167)36-29-30-44-166)155(261)197-103(57-118(173)232)148(254)213-125(80(17)221)159(265)185-79(16)133(239)212-127(82(19)223)163(269)207-111;3-2(4,5)1(6)7/h23-28,32-35,38-41,59,69-84,90-112,122-129,216-226H,22,29-31,36-37,42-58,60-68,166-167H2,1-21H3,(H2,168,227)(H2,169,228)(H2,170,229)(H2,171,230)(H2,172,231)(H2,173,232)(H2,174,233)(H,177,181)(H,179,241)(H,180,262)(H,182,234)(H,183,244)(H,184,260)(H,185,265)(H,186,235)(H,187,243)(H,188,266)(H,189,236)(H,190,242)(H,191,246)(H,192,249)(H,193,248)(H,194,250)(H,195,256)(H,196,255)(H,197,261)(H,198,264)(H,199,263)(H,200,267)(H,201,268)(H,202,245)(H,203,247)(H,204,257)(H,205,258)(H,206,240)(H,207,269)(H,208,252)(H,209,251)(H,210,237)(H,211,238)(H,212,239)(H,213,254)(H,214,253)(H,215,259)(H,270,271)(H4,175,176,178);(H,6,7)/t75-,76-,77-,78-,79-,80+,81+,82+,83+,84+,90-,91-,92-,93-,94-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,109-,110-,111-,112-,122-,123-,124-,125-,126-,127-,128-,129-;/m0./s1
InChi Key
VGLYYFSTHMXVQZ-MUEVRUHOSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Amylin is a 37-residue peptide hormone secreted from pancreatic β-cells that reduces food intake, decreases glucagon secretion, slows gastric emptying, and increases satiety.1 It binds to amylin receptors with IC50 values of 2 and 0.2 nM for porcine and guinea pig nucleus accumbens membrane preparations, respectively.2 Amylin is present in amyloid aggregates derived from the pancreatic islets of humans with type 2 diabetes.3 Amylin forms fibrils that react to thioflavin T and are organized in a cross-β arrangement of β-strands similar to amyloid-β (1-40) (Aβ40; Item No. 21617) and amyloid-β (1-42) (Aβ42; Item No. 20574) fibrils.4,5 Aggregated amylin (60 μM) decreases the viability of primary pancreatic islet cell cultures by 60%. It also inhibits electrically-stimulated contractions of guinea pig vas deferens (EC50 = 213 nM).6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lutz, T.A. Control of food intake and energy expenditure by amylin - therapeutic implications. Int. J. Obes. 33(Suppl. 1), S24-S27 (2009).

    2. Aiyar, N., Baker, E., Martin, J., et al. Differential calcitonin gene-related peptide (CGRP) and amylin binding sites in nucleus accumbens and lung: Potential models for studying CGRP/amylin receptor subtypes. J. Neurochem. 65(3), 1131-1138 (1995).

    3. Cooper, G.J.S., Willis, A.C., Clark, A., et al. Purification and characterization of a peptide from amyloid-rich pancreases of type 2 diabetic patients. Proc. Natl. Acad. Sci. USA 84(23), 8628-8632 (1987).

    4. Lopes, D.H.J., Colin, C., Degaki, T.L., et al. Amyloidogenicity and cytotoxicity of recombinant mature human islet amyloid polypeptide (rhIAPP). The Journal of Biological Chemisty 279(41), 42803-42810 (2004).

    5. Cao, P., Abedini, A., and Raleigh, D.P. Aggregation of islet amyloid polypeptide: From physical chemistry to cell biology. Curr. Opin. Struct. Biol. 23(1), 82-89 (2013).

    6. Tomlinson, A.E., and Poyner, D.R. Multiple receptors for calcitonin gene-related peptide and amylin on guinea-pig ileum and vas deferens. Br. J. Pharmac. 117, (1996).