A peptide fragment of proinsulin
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C-Peptide

Item No. 44549

Technical Information
Formal Name
L-α-glutamyl-L-alanyl-L-α-glutamyl-L-α-aspartyl-L-leucyl-L-glutaminyl-L-valylglycyl-L-glutaminyl-L-valyl-L-α-glutamyl-L-leucylglycylglycylglycyl-L-prolylglycyl-L-alanylglycyl-L-seryl-L-leucyl-L-glutaminyl-L-prolyl-L-leucyl-L-alanyl-L-leucyl-L-α-glutamylglycyl-L-seryl-L-leucyl-L-glutamine
CAS Number
33017-11-7
Molecular Formula
C129H211N35O48
Formula Weight
Purity
≥95%
A solid
Peptide Sequence
H-EAEDLQVGQVELGGGPGAGSLQPLALEGSLQ-OH
DMSO: Soluble: ≥ 10 mg/ml
SMILES
O=C(O)CC[C@H](N[H])C(N[C@H](C(N[C@@H](CCC(O)=O)C(N[C@@H](CC(O)=O)C(N[C@H](C(N[C@@H](CCC(N[H])=O)C(N[C@@H](C(C)C)C(NCC(N[C@@H](CCC(N[H])=O)C(N[C@@H](C(C)C)C(N[C@@H](CCC(O)=O)C(N[C@H](C(NCC(NCC(NCC(N1CCC[C@H]1C(NCC(N[C@H](C(NCC(N[C@@H](CO[H])C(N[C@H](C(N[C@@H](CCC(N[H])=O)C(N2CCC[C@H]2C(N[C@H](C(N[C@H](C(N[C@H](C(N[C@@H](CCC(O)=O)C(NCC(N[C@@H](CO[H])C(N[C@H](C(N[C@@H](CCC(N[H])=O)C(O)=O)=O)CC(C)C)=O)=O)=O)=O)CC(C)C)=O)C)=O)CC(C)C)=O)=O)=O)CC(C)C)=O)=O)=O)C)=O)=O)=O)=O)=O)=O)CC(C)C)=O)=O)=O)=O)=O)=O)=O)CC(C)C)=O)=O)=O)C)=O
InChi Code
InChI=1S/C129H211N35O48/c1-58(2)42-77(155-113(195)74(31-39-102(184)185)151-127(209)105(65(15)16)162-114(196)71(25-32-88(131)167)145-95(174)54-141-126(208)104(64(13)14)161-115(197)72(26-33-89(132)168)150-118(200)80(45-61(7)8)156-121(203)83(48-103(186)187)159-112(194)73(30-38-101(182)183)148-107(189)67(18)143-109(191)69(130)24-36-99(178)179)111(193)138-50-93(172)135-49-92(171)136-55-98(177)163-40-20-22-86(163)124(206)140-51-94(173)142-66(17)106(188)137-52-96(175)146-84(56-165)122(204)157-81(46-62(9)10)119(201)152-75(27-34-90(133)169)128(210)164-41-21-23-87(164)125(207)160-78(43-59(3)4)116(198)144-68(19)108(190)154-79(44-60(5)6)117(199)149-70(29-37-100(180)181)110(192)139-53-97(176)147-85(57-166)123(205)158-82(47-63(11)12)120(202)153-76(129(211)212)28-35-91(134)170/h58-87,104-105,165-166H,20-57,130H2,1-19H3,(H2,131,167)(H2,132,168)(H2,133,169)(H2,134,170)(H,135,172)(H,136,171)(H,137,188)(H,138,193)(H,139,192)(H,140,206)(H,141,208)(H,142,173)(H,143,191)(H,144,198)(H,145,174)(H,146,175)(H,147,176)(H,148,189)(H,149,199)(H,150,200)(H,151,209)(H,152,201)(H,153,202)(H,154,190)(H,155,195)(H,156,203)(H,157,204)(H,158,205)(H,159,194)(H,160,207)(H,161,197)(H,162,196)(H,178,179)(H,180,181)(H,182,183)(H,184,185)(H,186,187)(H,211,212)/t66-,67-,68-,69-,70-,71-,72-,73-,74-,75-,76-,77-,78-,79-,80-,81-,82-,83-,84-,85-,86-,87-,104-,105-/m0/s1
InChi Key
VOUAQYXWVJDEQY-QENPJCQMSA-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

    C-peptide is a peptide fragment corresponding to residues of 57-78 of proinsulin.1 It is a cleavage product of insulin and is co-secreted from pancreatic β cells with insulin in response to glucose stimulation. C-peptide increases AMP-activated protein kinase α (AMPKα) phosphorylation and inhibits ROS-mediated apoptosis in glucose-stimulated human umbilical vein endothelial cells (HUVECs) and increases nitric oxide (NO) levels in isolated rat aorta segments.2,3 It reduces initial glomerular hyperfiltration and increases the glomerular filtration rate after glycine infusion in a rat model of diabetic nephropathy induced by streptozotocin (STZ; Item No. 13104).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ido, Y., Vindigni, A., Chang, K., et alPrevention of vascular and neural dysfunction in diabetic rats by C-peptide. Science 277(5325), 563-566 (1997).

    2. Bhatt, M.P., Lim, Y.-C., Kim, Y.-M., et alC-peptide activates AMPKα and prevents ROS-mediated mitochondrial fission and endothelial apoptosis in diabetes. Diabetes 62(11), 3851-3862 (2013).

    3. Scalia, R., Coyle, K.M., Levine, B.J., et alC-peptide inhibits leukocyte-endothelium interaction in the microcirculation during acute endothelial dysfunction. The FASEB Journal 14(14), 2357-2364 (2000).

    4. Samnegård, B., Jacobson, S.H., Jaremko, G., et alEffects of C-peptide on glomerular and renal size and renal function in diabetic rats. Kidney Int. 60(4), 1258-1265 (2001).