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MedKoo Cat#: 597535 | Name: Biotinoyl tripeptide-1
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Description:

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

Biotinoyl tripeptide-1 can have positive effects on hair follicles by promoting scalp micro-circulation and reducing follicle atrophy and aging.

Chemical Structure

Biotinoyl tripeptide-1
Biotinoyl tripeptide-1
CAS#299157-54-3

Theoretical Analysis

MedKoo Cat#: 597535

Name: Biotinoyl tripeptide-1

CAS#: 299157-54-3

Chemical Formula: C24H38N8O6S

Exact Mass: 566.2635

Molecular Weight: 566.67

Elemental Analysis: C, 50.87; H, 6.76; N, 19.77; O, 16.94; S, 5.66

Price and Availability

Size Price Availability Quantity
50mg USD 350.00 2 Weeks
100mg USD 550.00 2 Weeks
250mg USD 950.00 2 Weeks
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Synonym
Biotinoyl tripeptide-1; Biotin-GHK; Biotin GHK; BiotinGHK; Biotinyl-Gly-His-Lys
IUPAC/Chemical Name
(5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoyl)glycyl-L-histidyl-L-lysine
InChi Key
WCKVVODUWGBPQV-SOADLSRISA-N
InChi Code
InChI=1S/C24H38N8O6S/c25-8-4-3-5-15(23(36)37)30-22(35)16(9-14-10-26-13-28-14)29-20(34)11-27-19(33)7-2-1-6-18-21-17(12-39-18)31-24(38)32-21/h10,13,15-18,21H,1-9,11-12,25H2,(H,26,28)(H,27,33)(H,29,34)(H,30,35)(H,36,37)(H2,31,32,38)/t15-,16-,17-,18-,21-/m0/s1
SMILES Code
NCCCC[C@@H](C(O)=O)NC([C@H](CC1=CNC=N1)NC(CNC(CCCC[C@@H]2SC[C@]([C@]2([H])N3)([H])NC3=O)=O)=O)=O
Appearance
Solid powder
Purity
>95% (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 566.67 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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The Staphylococcus aureus group II biotin protein ligase BirA is an effective regulator of biotin operon transcription and requires the DNA binding domain for full enzymatic activity. Mol Microbiol. 2016 Nov;102(3):417-429. doi: 10.1111/mmi.13470. Epub 2016 Aug 24. PubMed PMID: 27445042; PubMed Central PMCID: PMC5116234. 5: Lee CK, Cheong HK, Ryu KS, Lee JI, Lee W, Jeon YH, Cheong C. Biotinoyl domain of human acetyl-CoA carboxylase: Structural insights into the carboxyl transfer mechanism. Proteins. 2008 Aug;72(2):613-24. doi: 10.1002/prot.21952. PubMed PMID: 18247344. 6: Chakravartty V, Cronan JE. Altered regulation of Escherichia coli biotin biosynthesis in BirA superrepressor mutant strains. J Bacteriol. 2012 Mar;194(5):1113-26. doi: 10.1128/JB.06549-11. Epub 2011 Dec 30. PubMed PMID: 22210766; PubMed Central PMCID: PMC3294782. 7: Josten A, Haalck L, Spener F, Meusel M. Use of microbial transglutaminase for the enzymatic biotinylation of antibodies. J Immunol Methods. 2000 Jun 23;240(1-2):47-54. PubMed PMID: 10854600. 8: Ishizuka-Katsura Y, Wazawa T, Ban T, Morigaki K, Aoyama S. Biotin-containing phospholipid vesicle layer formed on self-assembled monolayer of a saccharide-terminated alkyl disulfide for surface plasmon resonance biosensing. J Biosci Bioeng. 2008 May;105(5):527-35. doi: 10.1263/jbb.105.527. PubMed PMID: 18558345. 9: Cronan JE. Targeted and proximity-dependent promiscuous protein biotinylation by a mutant Escherichia coli biotin protein ligase. J Nutr Biochem. 2005 Jul;16(7):416-8. PubMed PMID: 15992681. 10: Li WM, Xue L, Mayer LD, Bally MB. Intermembrane transfer of polyethylene glycol-modified phosphatidylethanolamine as a means to reveal surface-associated binding ligands on liposomes. Biochim Biophys Acta. 2001 Aug 6;1513(2):193-206. PubMed PMID: 11470091. 11: Streaker ED, Beckett D. Nonenzymatic biotinylation of a biotin carboxyl carrier protein: unusual reactivity of the physiological target lysine. Protein Sci. 2006 Aug;15(8):1928-35. Epub 2006 Jul 5. PubMed PMID: 16823034; PubMed Central PMCID: PMC2242587. 12: Eginton C, Naganathan S, Beckett D. Sequence-function relationships in folding upon binding. Protein Sci. 2015 Feb;24(2):200-11. doi: 10.1002/pro.2605. Epub 2014 Dec 26. PubMed PMID: 25407143; PubMed Central PMCID: PMC4315658. 13: Adikaram PR, Beckett D. Protein:protein interactions in control of a transcriptional switch. J Mol Biol. 2013 Nov 15;425(22):4584-94. doi: 10.1016/j.jmb.2013.07.029. Epub 2013 Jul 26. PubMed PMID: 23896299; PubMed Central PMCID: PMC3964883. 14: Chen X, He C, Zhang Z, Wang J. Sensitive chemiluminescence detection of wild-type p53 protein captured by surface-confined consensus DNA duplexes. Biosens Bioelectron. 2013 Sep 15;47:335-9. doi: 10.1016/j.bios.2013.03.059. Epub 2013 Apr 1. PubMed PMID: 23603130. 15: Zhang H, Wang Q, Fisher DJ, Cai M, Chakravartty V, Ye H, Li P, Solbiati JO, Feng Y. Deciphering a unique biotin scavenging pathway with redundant genes in the probiotic bacterium Lactococcus lactis. Sci Rep. 2016 May 10;6:25680. doi: 10.1038/srep25680. PubMed PMID: 27161258; PubMed Central PMCID: PMC4861984. 16: Duddempudi PK, Goyal R, Date SS, Jansen M. Delineating the extracellular water-accessible surface of the proton-coupled folate transporter. PLoS One. 2013 Oct 18;8(10):e78301. doi: 10.1371/journal.pone.0078301. eCollection 2013. PubMed PMID: 24205192; PubMed Central PMCID: PMC3799626. 17: Browne LE, Compan V, Bragg L, North RA. P2X7 receptor channels allow direct permeation of nanometer-sized dyes. J Neurosci. 2013 Feb 20;33(8):3557-66. doi: 10.1523/JNEUROSCI.2235-12.2013. PubMed PMID: 23426683. 18: Moparthi L, Survery S, Kreir M, Simonsen C, Kjellbom P, Högestätt ED, Johanson U, Zygmunt PM. Human TRPA1 is intrinsically cold- and chemosensitive with and without its N-terminal ankyrin repeat domain. Proc Natl Acad Sci U S A. 2014 Nov 25;111(47):16901-6. doi: 10.1073/pnas.1412689111. Epub 2014 Nov 11. PubMed PMID: 25389312; PubMed Central PMCID: PMC4250169. 19: Lin CY, Hu CT, Cheng CC, Lee MC, Pan SM, Lin TY, Wu WS. Oxidation of heat shock protein 60 and protein disulfide isomerase activates ERK and migration of human hepatocellular carcinoma HepG2. Oncotarget. 2016 Mar 8;7(10):11067-82. doi: 10.18632/oncotarget.7093. PubMed PMID: 26840563; PubMed Central PMCID: PMC4905458. 20: Swanwick RS, Daines AM, Flitsch SL, Allemann RK. Synthesis of homogenous site-selectively glycosylated proteins. Org Biomol Chem. 2005 Feb 21;3(4):572-4. Epub 2004 Dec 24. PubMed PMID: 15703788.