Cibinetide acetate
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MedKoo CAT#: 471068

CAS#: Cibinetide acetate

Description: Cibinetide, also known as ARA-290, is a synthetic 11-mer peptide that binds the tissue-protective receptor. ARA290 inhibits high glucose-induced apoptosis of NRK-52E cells. Cibinetide Protects Isolated Human Islets in a Stressful Environment and Improves Engraftment in the Perspective of Intra Portal Islet Transplantation. Cibinetide Improves Corneal Nerve Fiber Abundance in Patients With Sarcoidosis-Associated Small Nerve Fiber Loss and Neuropathic Pain. ARA 290 relieves pathophysiological pain by targeting TRPV1 channel: Integration between immune system and nociception.

Chemical Structure

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Cibinetide acetate
CAS# Cibinetide acetate
Instruction

Theoretical Analysis

MedKoo Cat#: 471068
Name: Cibinetide acetate
CAS#: Cibinetide acetate
Chemical Formula: C53H88N16O23
Exact Mass: 1,256.60
Molecular Weight: 1,317.370
Elemental Analysis: C, 48.32; H, 6.73; N, 17.01; O, 27.93

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5mg USD 450 2 Weeks
10mg USD 750 2 Weeks
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Related CAS #: 1208243-50-8 (free base)   Cibinetide acetate    

Synonym: Cibinetide; ARA 290 acetate; ARA-290 acetate; ARA290 acetate; PHBSP;

IUPAC/Chemical Name: (2S,5S,8S,11S,14S,17S,20S,23S,26S,29S)-8-(2-amino-2-oxoethyl)-26-(3-amino-3-oxopropyl)-20-(2-carboxyethyl)-17-(3-guanidinopropyl)-2,5-bis(hydroxymethyl)-11,23-diisobutyl-14-methyl-4,7,10,13,16,19,22,25,28-nonaoxo-29-((S)-5-oxopyrrolidine-2-carboxamido)-3,6,9,12,15,18,21,24,27-nonaazadotriacontanedioic acid, acetate

InChi Key: AHEDJRSNELUIJJ-WVTOCIHHSA-N

InChi Code: InChI=1S/C51H84N16O21.C2H4O2/c1-22(2)17-30(47(84)65-32(19-36(53)71)48(85)66-33(20-68)49(86)67-34(21-69)50(87)88)63-40(77)24(5)57-41(78)25(7-6-16-56-51(54)55)59-43(80)29(11-15-39(75)76)62-46(83)31(18-23(3)4)64-45(82)27(8-12-35(52)70)60-44(81)28(10-14-38(73)74)61-42(79)26-9-13-37(72)58-26;1-2(3)4/h22-34,68-69H,6-21H2,1-5H3,(H2,52,70)(H2,53,71)(H,57,78)(H,58,72)(H,59,80)(H,60,81)(H,61,79)(H,62,83)(H,63,77)(H,64,82)(H,65,84)(H,66,85)(H,67,86)(H,73,74)(H,75,76)(H,87,88)(H4,54,55,56);1H3,(H,3,4)/t24-,25-,26-,27-,28-,29-,30-,31-,32-,33-,34-;/m0./s1

SMILES Code: OC([C@H](CO)NC([C@H](CO)NC([C@H](CC(N)=O)NC([C@H](CC(C)C)NC([C@H](C)NC([C@H](CCCNC(N)=N)NC([C@H](CCC(O)=O)NC([C@H](CC(C)C)NC([C@H](CCC(N)=O)NC([C@H](CCC(O)=O)NC([C@@H]1CCC(N1)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O)=O.CC(O)=O

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: To be determined

Shelf Life: >2 years if stored properly

Drug Formulation: To be determined

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 1,317.37 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Yao M, Domogatskaya A, Ågren N, Watanabe M, Tokodai K, Brines M, Cerami A, Ericzon BG, Kumagai-Braesch M, Lundgren T. Cibinetide Protects Isolated Human Islets in a Stressful Environment and Improves Engraftment in the Perspective of Intra Portal Islet Transplantation. Cell Transplant. 2021 Jan- Dec;30:9636897211039739. doi: 10.1177/09636897211039739. PMID: 34498509; PMCID: PMC8436319.


2: Zhao LJ, Sun XL, Qiu J, Xiao BL, Fan XY, Wang T, Li CL. ARA290 inhibits high glucose-induced apoptosis of NRK-52E cells. J Biol Regul Homeost Agents. 2021 May-Jun;35(3):1169-1176. doi: 10.23812/21-39-L. PMID: 34134477.


3: Rendell MS. The time to develop treatments for diabetic neuropathy. Expert Opin Investig Drugs. 2021 Feb;30(2):119-130. doi: 10.1080/13543784.2021.1868433. Epub 2021 Jan 11. PMID: 33423557.


4: Korokin M, Gureev V, Gudyrev O, Golubev I, Korokina L, Peresypkina A, Pokrovskaia T, Lazareva G, Soldatov V, Zatolokina M, Pobeda A, Avdeeva E, Beskhmelnitsyna E, Denisyuk T, Avdeeva N, Bushueva O, Pokrovskii M. Erythropoietin Mimetic Peptide (pHBSP) Corrects Endothelial Dysfunction in a Rat Model of Preeclampsia. Int J Mol Sci. 2020 Sep 15;21(18):6759. doi: 10.3390/ijms21186759. PMID: 32942669; PMCID: PMC7554893.


5: Lois N, Gardner E, McFarland M, Armstrong D, McNally C, Lavery NJ, Campbell C, Kirk RI, Bajorunas D, Dunne A, Cerami A, Brines M. A Phase 2 Clinical Trial on the Use of Cibinetide for the Treatment of Diabetic Macular Edema. J Clin Med. 2020 Jul 14;9(7):2225. doi: 10.3390/jcm9072225. PMID: 32674280; PMCID: PMC7408632.


6: Yao M, Watanabe M, Sun S, Tokodai K, Cerami A, Brines M, Östenson CG, Ericzon BG, Lundgren T, Kumagai-Braesch M. Improvement of Islet Allograft Function Using Cibinetide, an Innate Repair Receptor Ligand. Transplantation. 2020 Oct;104(10):2048-2058. doi: 10.1097/TP.0000000000003284. PMID: 32345869.


7: Shokrzadeh M, Etebari M, Ghassemi-Barghi N. An engineered non-erythropoietic erythropoietin-derived peptide, ARA290, attenuates doxorubicin induced genotoxicity and oxidative stress. Toxicol In Vitro. 2020 Aug;66:104864. doi: 10.1016/j.tiv.2020.104864. Epub 2020 Apr 23. PMID: 32335150.


8: O'Leary OE, Canning P, Reid E, Bertelli PM, McKeown S, Brines M, Cerami A, Du X, Xu H, Chen M, Dutton L, Brazil DP, Medina RJ, Stitt AW. The vasoreparative potential of endothelial colony-forming cells in the ischemic retina is enhanced by cibinetide, a non-hematopoietic erythropoietin mimetic. Exp Eye Res. 2019 May;182:144-155. doi: 10.1016/j.exer.2019.03.001. Epub 2019 Mar 12. PMID: 30876881.


9: Yan L, Zhang H, Gao S, Zhu G, Zhu Q, Gu Y, Shao F. EPO Derivative ARA290 Attenuates Early Renal Allograft Injury in Rats by Targeting NF-κB Pathway. Transplant Proc. 2018 Jun;50(5):1575-1582. doi: 10.1016/j.transproceed.2018.03.015. Epub 2018 Mar 10. Erratum in: Transplant Proc. 2019 Mar;51(2):605. Yan, L [moved from third to first author]. PMID: 29880388.


10: Huang B, Jiang J, Luo B, Zhu W, Liu Y, Wang Z, Zhang Z. Non-erythropoietic erythropoietin-derived peptide protects mice from systemic lupus erythematosus. J Cell Mol Med. 2018 Jul;22(7):3330-3339. doi: 10.1111/jcmm.13608. Epub 2018 Mar 23. PMID: 29570934; PMCID: PMC6010693.


11: Brines M, Culver DA, Ferdousi M, Tannemaat MR, van Velzen M, Dahan A, Malik RA. Corneal nerve fiber size adds utility to the diagnosis and assessment of therapeutic response in patients with small fiber neuropathy. Sci Rep. 2018 Mar 16;8(1):4734. doi: 10.1038/s41598-018-23107-w. PMID: 29549285; PMCID: PMC5856845.


12: Bitto A, Irrera N, Pizzino G, Pallio G, Mannino F, Vaccaro M, Arcoraci V, Aliquò F, Minutoli L, Colonna MR, Galeano MR, Brines M, De Ponte C, Collino M, Squadrito F, Altavilla D. Activation of the EPOR-β common receptor complex by cibinetide ameliorates impaired wound healing in mice with genetic diabetes. Biochim Biophys Acta Mol Basis Dis. 2018 Feb;1864(2):632-639. doi: 10.1016/j.bbadis.2017.12.006. Epub 2017 Dec 7. PMID: 29223734.


13: Nairz M, Haschka D, Dichtl S, Sonnweber T, Schroll A, Aßhoff M, Mindur JE, Moser PL, Wolf D, Swirski FK, Theurl I, Cerami A, Brines M, Weiss G. Cibinetide dampens innate immune cell functions thus ameliorating the course of experimental colitis. Sci Rep. 2017 Oct 12;7(1):13012. doi: 10.1038/s41598-017-13046-3. PMID: 29026145; PMCID: PMC5638901.


14: Devalliere J, Dooley K, Hu Y, Kelangi SS, Uygun BE, Yarmush ML. Co-delivery of a growth factor and a tissue-protective molecule using elastin biopolymers accelerates wound healing in diabetic mice. Biomaterials. 2017 Oct;141:149-160. doi: 10.1016/j.biomaterials.2017.06.043. Epub 2017 Jun 30. PMID: 28688286.


15: Culver DA, Dahan A, Bajorunas D, Jeziorska M, van Velzen M, Aarts LPHJ, Tavee J, Tannemaat MR, Dunne AN, Kirk RI, Petropoulos IN, Cerami A, Malik RA, Brines M. Cibinetide Improves Corneal Nerve Fiber Abundance in Patients With Sarcoidosis-Associated Small Nerve Fiber Loss and Neuropathic Pain. Invest Ophthalmol Vis Sci. 2017 May 1;58(6):BIO52-BIO60. doi: 10.1167/iovs.16-21291. PMID: 28475703.


16: Atkins C, Wilson AM. Managing fatigue in sarcoidosis - A systematic review of the evidence. Chron Respir Dis. 2017 May;14(2):161-173. doi: 10.1177/1479972316661926. Epub 2016 Aug 9. PMID: 27507833; PMCID: PMC5720218.


17: Dooley K, Devalliere J, Uygun BE, Yarmush ML. Functionalized Biopolymer Particles Enhance Performance of a Tissue-Protective Peptide under Proteolytic and Thermal Stress. Biomacromolecules. 2016 Jun 13;17(6):2073-9. doi: 10.1021/acs.biomac.6b00280. Epub 2016 May 31. PMID: 27219509.


18: Hache G, Garrigue P, Bennis Y, Stalin J, Moyon A, Cerami A, Brines M, Blot- Chabaud M, Sabatier F, Dignat-George F, Guillet B. ARA290, a Specific Agonist of Erythropoietin/CD131 Heteroreceptor, Improves Circulating Endothelial Progenitors' Angiogenic Potential and Homing Ability. Shock. 2016 Oct;46(4):390-7. doi: 10.1097/SHK.0000000000000606. PMID: 27172159.


19: Xie J, Xiao D, Zhao J, Hu N, Bao Q, Jiang L, Yu L. Mesoporous Silica Particles as a Multifunctional Delivery System for Pain Relief in Experimental Neuropathy. Adv Healthc Mater. 2016 May;5(10):1213-21. doi: 10.1002/adhm.201500996. Epub 2016 Mar 29. PMID: 27028159.


20: Zhang W, Yu G, Zhang M. ARA 290 relieves pathophysiological pain by targeting TRPV1 channel: Integration between immune system and nociception. Peptides. 2016 Feb;76:73-9. doi: 10.1016/j.peptides.2016.01.003. Epub 2016 Jan 13. PMID: 26774587.