An internal standard for the quantification of exendin-4 amide
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Unlabeled Version(s)
11096Exendin-4 amide (acetate)
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Exendin-4 amide-d5 (acetate)

Item No. 46319

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Synonyms
  • Exenatide Acetate-d5
Molecular Formula
C184H277D5N50O60S • C2H4O2
Formula Weight
4251.7
Purity
≥99% deuterated forms (d1-d5)
Formulation (Request formulation change)
A solid
Peptide Sequence
H[G-d2]EGTFTSD[L-d3]SKQMEEEAVRLFIEWLKNGGPSSGAPPPS-NH2
Solubility(Learn about Variance in Solubility)
Acetonitrile: Very Slightly SolubleWater: Slightly Soluble
SMILES
OC[C@H](NC([C@H]1N(CCC1)C([C@H]2N(CCC2)C([C@H]3N(CCC3)C([C@@H](NC(CNC([C@@H](NC([C@@H](NC([C@H]4N(CCC4)C(CNC(CNC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC([C@@H](NC(CNC([C@@H](NC(C([2H])(NC([C@@H](N)CC5=CNC=N5)=O)[2H])=O)CCC(O)=O)=O)=O)[C@@H](C)O)=O)CC6=CC=CC=C6)=O)[C@@H](C)O)=O)CO)=O)CC(O)=O)=O)CC(C([2H])([2H])[2H])C)=O)CO)=O)CCCCN)=O)CCC(N)=O)=O)CCSC)=O)CCC(O)=O)=O)CCC(O)=O)=O)CCC(O)=O)=O)C)=O)C(C)C)=O)CCCNC(N)=N)=O)CC(C)C)=O)CC7=CC=CC=C7)=O)[C@H](CC)C)=O)CCC(O)=O)=O)CC8=CNC9=C8C=CC=C9)=O)CC(C)C)=O)CCCCN)=O)CC(N)=O)=O)=O)=O)=O)CO)=O)CO)=O)=O)C)=O)=O)=O)=O)C(N)=O.CC(O)=O
InChi Code
InChI=1S/C184H282N50O60S.C2H4O2/c1-16-94(10)147(178(289)213-114(52-58-144(257)258)163(274)218-121(73-101-77-195-105-39-24-23-38-103(101)105)168(279)215-116(68-90(2)3)165(276)205-107(41-26-28-61-186)158(269)219-122(75-134(189)243)154(265)198-79-135(244)196-83-139(248)231-63-30-43-129(231)175(286)225-127(87-238)174(285)223-125(85-236)155(266)200-80-136(245)202-96(12)181(292)233-65-32-45-131(233)183(294)234-66-33-46-132(234)182(293)232-64-31-44-130(232)176(287)222-124(84-235)150(190)261)229-170(281)119(71-99-34-19-17-20-35-99)217-166(277)117(69-91(4)5)214-159(270)108(42-29-62-194-184(191)192)212-177(288)146(93(8)9)228-151(262)95(11)203-156(267)111(49-55-141(251)252)208-161(272)112(50-56-142(253)254)209-162(273)113(51-57-143(255)256)210-164(275)115(59-67-295-15)211-160(271)110(47-53-133(188)242)207-157(268)106(40-25-27-60-185)206-172(283)126(86-237)224-167(278)118(70-92(6)7)216-169(280)123(76-145(259)260)220-173(284)128(88-239)226-180(291)149(98(14)241)230-171(282)120(72-100-36-21-18-22-37-100)221-179(290)148(97(13)240)227-138(247)82-199-153(264)109(48-54-140(249)250)204-137(246)81-197-152(263)104(187)74-102-78-193-89-201-102;1-2(3)4/h17-24,34-39,77-78,89-98,104,106-132,146-149,195,235-241H,16,25-33,40-76,79-88,185-187H2,1-15H3,(H2,188,242)(H2,189,243)(H2,190,261)(H,193,201)(H,196,244)(H,197,263)(H,198,265)(H,199,264)(H,200,266)(H,202,245)(H,203,267)(H,204,246)(H,205,276)(H,206,283)(H,207,268)(H,208,272)(H,209,273)(H,210,275)(H,211,271)(H,212,288)(H,213,289)(H,214,270)(H,215,279)(H,216,280)(H,217,277)(H,218,274)(H,219,269)(H,220,284)(H,221,290)(H,222,287)(H,223,285)(H,224,278)(H,225,286)(H,226,291)(H,227,247)(H,228,262)(H,229,281)(H,230,282)(H,249,250)(H,251,252)(H,253,254)(H,255,256)(H,257,258)(H,259,260)(H4,191,192,194);1H3,(H,3,4)/t94-,95-,96-,97+,98+,104-,106-,107-,108-,109-,110-,111-,112-,113-,114-,115-,116-,117-,118-,119-,120-,121-,122-,123-,124-,125-,126-,127-,128-,129-,130-,131-,132-,146-,147-,148-,149-;/m0./s1/i6D3,81D2;/t92?,94-,95-,96-,97+,98+,104-,106-,107-,
InChi Key
YEAXWAGAAYUUBX-JRYAZWPJSA-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

    Exendin-4 amide-d5 is intended for use as an internal standard for the quantification of exendin-4 amide (Item No. 11096) by GC- or LC-MS. Exendin-4 amide is a peptide hormone produced in the salivary gland of the Gila monster and an agonist of the glucagon-like peptide 1 receptor (GLP-1R; IC50 = 3.5 nM).1,2 Radiolabeled exendin-4 amide localizes to the pancreas, kidneys, and bladder in a porcine model of diabetes induced by streptozotocin (Item No. 13104).3 Exendin-4 amide (10 nmol/kg) improves motor performance in the rotarod test in a mouse model of Parkinson's disease induced by MPTP.4 It reduces MPTP-induced loss of dopaminergic neurons in the substantia nigra in the same model. Formulations containing exendin-4 amide have been used in the treatment of type 2 diabetes mellitus.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Clardy, S.M., Mohan, J.F., Vinegoni, C., et al. Rapid, high efficiency isolation of pancreatic β-cells. Sci. Rep. 5, 13681 (2015).

    2. Doyle, M.E., Theodorakis, M.J., Holloway, H.W., et al. The importance of the nine-amino acid C-terminal sequence of exendin-4 for binding to the GLP-1 receptor and for biological activity. Regul. Pept. 114(2-3), 153-158 (2003).

    3. Nalin, L., Selvaraju, R.K., Velikyan, I., et al. Positron emission tomography imaging of the glucagon-like peptide-1 receptor in healthy and streptozotocin-induced diabetic pigs. Eur. J. Nucl. Med. Mol. Imaging 41(9), 1800-1810 (2014).

    4. Zhang, L., Zhang, L., Li, Y., et al. The novel dual GLP-1/GIP receptor agonist DA-CH5 is superior to single GLP-1 receptor agonists in the MPTP model of Parkinson’s disease. J. Parkinsons Dis. 10(2), 523-542 (2020).