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MedKoo Cat#: 597537 | Name: Thioctoyl tripeptide-1

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Thioctoyl tripeptide-1 is a peptide.

Chemical Structure

Thioctoyl tripeptide-1
Thioctoyl tripeptide-1
CAS#1097629-59-8

Theoretical Analysis

MedKoo Cat#: 597537

Name: Thioctoyl tripeptide-1

CAS#: 1097629-59-8

Chemical Formula: C22H36N6O5S2

Exact Mass: 528.2189

Molecular Weight: 528.68

Elemental Analysis: C, 49.98; H, 6.86; N, 15.90; O, 15.13; S, 12.13

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Thioctoyl tripeptide-1; Lipoyl tripeptide-1; Lipovax;
IUPAC/Chemical Name
(5-(1,2-dithiolan-3-yl)pentanoyl)glycyl-L-histidyl-L-lysine
InChi Key
XHNOPTTVOUIFHH-FQECFTEESA-N
InChi Code
InChI=1S/C22H36N6O5S2/c23-9-4-3-6-17(22(32)33)28-21(31)18(11-15-12-24-14-26-15)27-20(30)13-25-19(29)7-2-1-5-16-8-10-34-35-16/h12,14,16-18H,1-11,13,23H2,(H,24,26)(H,25,29)(H,27,30)(H,28,31)(H,32,33)/t16?,17-,18-/m0/s1
SMILES Code
NCCCC[C@@H](C(O)=O)NC([C@H](CC1=CNC=N1)NC(CNC(CCCCC2SSCC2)=O)=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
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 528.68 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
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Design of a hydrophobic tripeptide that self-assembles into amphiphilic superstructures forming a hydrogel biomaterial. Chem Commun (Camb). 2016 May 1;52(35):5912-5. doi: 10.1039/c5cc10531e. Epub 2016 Mar 21. PubMed PMID: 26998534. 5: Gill K, Kumar S, Xess I, Dey S. Novel synthetic anti-fungal tripeptide effective against Candida krusei. Indian J Med Microbiol. 2015 Jan-Mar;33(1):110-6. doi: 10.4103/0255-0857.148404. PubMed PMID: 25560012. 6: Choi U, Park YH, Kim YR, Seok YJ, Lee CR. Increased expression of genes involved in uptake and degradation of murein tripeptide under nitrogen starvation in Escherichia coli. FEMS Microbiol Lett. 2016 Jul;363(14). pii: fnw136. doi: 10.1093/femsle/fnw136. Epub 2016 May 25. PubMed PMID: 27231238. 7: Dulińska-Molak I, Pasikowska M, Pogoda K, Lewandowska M, Eris I, Lekka M. Age-Related Changes in the Mechanical Properties of Human Fibroblasts and Its Prospective Reversal After Anti-Wrinkle Tripeptide Treatment. Int J Pept Res Ther. 2014;20:77-85. Epub 2013 Sep 18. PubMed PMID: 24489527; PubMed Central PMCID: PMC3901933. 8: Vasudev PG, Aravinda S, Shamala N. Crystal structure of a tripeptide containing aminocyclododecane carboxylic acid: a supramolecular twisted parallel β-sheet in crystals. J Pept Sci. 2016 Mar;22(3):166-73. doi: 10.1002/psc.2854. PubMed PMID: 26856690. 9: Scintilla S, Bonfio C, Belmonte L, Forlin M, Rossetto D, Li J, Cowan JA, Galliani A, Arnesano F, Assfalg M, Mansy SS. Duplications of an iron-sulphur tripeptide leads to the formation of a protoferredoxin. Chem Commun (Camb). 2016 Nov 10;52(92):13456-13459. PubMed PMID: 27790655. 10: Ivanova VP, Kovaleva ZV, Anokhina VV, Krivchenko AI. [The effect of the collagen tripeptide fragment (GER) on the adhesion and spreading of fibroblasts depends on the properties of adhesive surface]. Tsitologiia. 2012;54(11):823-30. Russian. PubMed PMID: 23401999. 11: Rojas Murcia N, Lee X, Waridel P, Maspoli A, Imker HJ, Chai T, Walsh CT, Reimmann C. The Pseudomonas aeruginosa antimetabolite L -2-amino-4-methoxy-trans-3-butenoic acid (AMB) is made from glutamate and two alanine residues via a thiotemplate-linked tripeptide precursor. Front Microbiol. 2015 Mar 12;6:170. doi: 10.3389/fmicb.2015.00170. eCollection 2015. PubMed PMID: 25814981; PubMed Central PMCID: PMC4357302. 12: Stein F, Mehmood T, Plass T, Zaidi JH, Diederichsen U. Synthesis of trifunctional cyclo-β-tripeptide templates. Beilstein J Org Chem. 2012;8:1576-83. doi: 10.3762/bjoc.8.180. Epub 2012 Sep 19. PubMed PMID: 23209489; PubMed Central PMCID: PMC3510989. 13: Li C, Ge LL, Yu YL, Huang L, Wang Y, Sun MX, Ishag H, Ma LX, Li XH, Shen ZQ, Mao X. A tripeptide (NSK) inhibits Japanese encephalitis virus infection in vitro and in vivo. Arch Virol. 2014 May;159(5):1045-55. doi: 10.1007/s00705-013-1925-y. Epub 2013 Nov 30. PubMed PMID: 24292966. 14: Luder K, Kulkarni K, Lee HW, Widdop RE, Del Borgo MP, Aguilar MI. Decorated self-assembling β(3)-tripeptide foldamers form cell adhesive scaffolds. Chem Commun (Camb). 2016 Mar 25;52(24):4549-52. doi: 10.1039/c6cc00247a. PubMed PMID: 26940541. 15: Yamamoto S, Deguchi K, Onuma M, Numata N, Sakai Y. Absorption and Urinary Excretion of Peptides after Collagen Tripeptide Ingestion in Humans. Biol Pharm Bull. 2016;39(3):428-34. doi: 10.1248/bpb.b15-00624. PubMed PMID: 26934933. 16: Trofimov AV. [Tripeptide restorates structure of duodenum at accelerated aging]. Adv Gerontol. 2011;24(3):511-4. Russian. PubMed PMID: 22184986. 17: Yamamoto S, Hayasaka F, Deguchi K, Okudera T, Furusawa T, Sakai Y. Absorption and plasma kinetics of collagen tripeptide after peroral or intraperitoneal administration in rats. Biosci Biotechnol Biochem. 2015;79(12):2026-33. doi: 10.1080/09168451.2015.1062711. Epub 2015 Jul 9. PubMed PMID: 26155906. 18: Markin AV, Markhasin E, Sologubov SS, Ni QZ, Smirnova NN, Griffin RG. Low-temperature polymorphic phase transition in a crystalline tripeptide L-Ala-L-Pro-Gly·H2O revealed by adiabatic calorimetry. J Phys Chem B. 2015 Feb 5;119(5):1787-92. doi: 10.1021/jp508710g. Epub 2015 Jan 27. PubMed PMID: 25588051; PubMed Central PMCID: PMC4442317. 19: Sontakke SB, Jung JH, Piao Z, Chung HJ. Orally Available Collagen Tripeptide: Enzymatic Stability, Intestinal Permeability, and Absorption of Gly-Pro-Hyp and Pro-Hyp. J Agric Food Chem. 2016 Sep 28;64(38):7127-33. doi: 10.1021/acs.jafc.6b02955. Epub 2016 Sep 13. PubMed PMID: 27573716. 20: Xiao J, Fang M, Shi Y, Chen H, Shen B, Chen J, Lao X, Xu H, Zheng H. Identification and Validation Novel of VIM-2 Metallo-β-lactamase Tripeptide Inhibitors. Mol Inform. 2015 Aug;34(8):559-67. doi: 10.1002/minf.201400178. Epub 2015 Jun 29. PubMed PMID: 27490501.