MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 598030 | Name: Tetrapeptide-2

Description:

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

Tetrapeptide-2 is an amino acid peptide.

Chemical Structure

Tetrapeptide-2
CAS#75957-56-1

Theoretical Analysis

MedKoo Cat#: 598030

Name: Tetrapeptide-2

CAS#: 75957-56-1

Chemical Formula: C24H37N5O8

Exact Mass: 523.2642

Molecular Weight: 523.58

Elemental Analysis: C, 55.06; H, 7.12; N, 13.38; O, 24.45

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.
Bulk Inquiry
Related CAS #
No Data
Synonym
Tetrapeptide-2; Tetrapeptide 2; Lys-asp-val-tyr;
IUPAC/Chemical Name
(S)-4-(((S)-1-(((S)-1-carboxy-2-(4-hydroxyphenyl)ethyl)amino)-3-methyl-1-oxobutan-2-yl)amino)-3-((S)-2,6-diaminohexanamido)-4-oxobutanoic acid
InChi Key
NOUIAHOPEGZYFE-JPLJXNOCSA-N
InChi Code
InChI=1S/C24H37N5O8/c1-13(2)20(23(35)28-18(24(36)37)11-14-6-8-15(30)9-7-14)29-22(34)17(12-19(31)32)27-21(33)16(26)5-3-4-10-25/h6-9,13,16-18,20,30H,3-5,10-12,25-26H2,1-2H3,(H,27,33)(H,28,35)(H,29,34)(H,31,32)(H,36,37)/t16-,17-,18-,20-/m0/s1
SMILES Code
OC1=CC=C(C=C1)C[C@@H](C(O)=O)NC([C@H](C(C)C)NC([C@H](CC(O)=O)NC([C@H](CCCCN)N)=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 523.58 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
1: Kaminsky W, Stenkamp RE, Skubatz H. Crystal and molecular structure of the analgesic tetrapeptide, L-Phe-L-Leu-L-Pro-L-Ser. Biopolymers. 2015 Mar;104(2):84-90. doi: 10.1002/bip.22606. PubMed PMID: 25581776. 2: Liu BX, Guo Q, Peng GT, He XX, Chen XJ, Lei LF, Deng Y, Jun Su X, Zhang CX. New cyclic tetrapeptide from the coral-derived endophytic bacteria Brevibacterium sp. L-4 collected from the South China Sea. Nat Prod Res. 2016;30(1):7-12. doi: 10.1080/14786419.2015.1026340. Epub 2015 Jul 27. PubMed PMID: 26214049. 3: Khavinson VKh, Sevost'ianova NN, Durnova AO, Lin'kova NS, Tarnovskaia SI, Dudkov AV, Kvetnaia TV. [Tetrapeptide stimulates functional activity of the pancreatic cells in aging]. Adv Gerontol. 2012;25(4):680-4. Russian. PubMed PMID: 23734516. 4: Szegedi V, Juhász G, Rózsa E, Juhász-Vedres G, Datki Z, Fülöp L, Bozsó Z, Lakatos A, Laczkó I, Farkas T, Kis Z, Tóth G, Soós K, Zarándi M, Budai D, Toldi J, Penke B. Endomorphin-2, an endogenous tetrapeptide, protects against Abeta1-42 in vitro and in vivo. FASEB J. 2006 Jun;20(8):1191-3. Epub 2006 Apr 24. PubMed PMID: 16636106. 5: Van Damme P, Plasman K, Vandemoortele G, Jonckheere V, Maurer-Stroh S, Gevaert K. Importance of extended protease substrate recognition motifs in steering BNIP-2 cleavage by human and mouse granzymes B. BMC Biochem. 2014 Sep 10;15:21. doi: 10.1186/1471-2091-15-21. PubMed PMID: 25208769; PubMed Central PMCID: PMC4169252. 6: Christoforides E, Dimou M, Katinakis P, Bethanis K, Karpusas M. Structure of a bacterial cytoplasmic cyclophilin A in complex with a tetrapeptide. Acta Crystallogr Sect F Struct Biol Cryst Commun. 2012 Mar 1;68(Pt 3):259-64. doi: 10.1107/S1744309112000188. Epub 2012 Feb 15. PubMed PMID: 22442217; PubMed Central PMCID: PMC3310525. 7: Arjmand F, Jamsheera A, Mohapatra DK. Synthesis, DNA recognition and cleavage studies of novel tetrapeptide complexes, Cu(II)/Zn(II)-Ala-Pro-Ala-Pro. Spectrochim Acta A Mol Biomol Spectrosc. 2013 May;108:151-8. doi: 10.1016/j.saa.2013.01.059. Epub 2013 Feb 1. PubMed PMID: 23501933. 8: Matesanz F, Alcina A. Glutamine and tetrapeptide repeat variations affect the biological activity of different mouse interleukin-2 alleles. Eur J Immunol. 1996 Aug;26(8):1675-82. PubMed PMID: 8765005. 9: Stoykova SA, Linden A, Heimgartner H. (S)-N-[(4-{(S)-1-[2-(4-Meth-oxy-benz-amido)-2-methyl-propano-yl]pyrrolidine-2-car boxamido}-3,4,5,6-tetra-hydro-2H-pyran-4-yl)carbon-yl]proline dimethyl sulfoxide monosolvate (4-MeBz-Aib-Pro-Thp-Pro-OH). Acta Crystallogr Sect E Struct Rep Online. 2013 Mar 1;69(Pt 3):o419-20. doi: 10.1107/S1600536813004546. Epub 2013 Feb 20. PubMed PMID: 23476594; PubMed Central PMCID: PMC3588532. 10: Khavinson VKh, Lin'kova NS, Polyakova VO, Kvetnoy IM, Benberin VV, D'yakonov MM, Titkov YS. Tetrapeptide H-Ala-Glu-Asp-Arg-OH stimulates expression of cytoskeletal and nuclear matrix proteins. Bull Exp Biol Med. 2012 Aug;153(4):559-62. English, Russian. PubMed PMID: 22977870. 11: Prakash K, Rath PC. Replacement of the C-terminal tetrapeptide (314 PAPV 317 to 314 SSSM 317) in interferon regulatory factor-2 alters its N-terminal DNA-binding activity. J Biosci. 2010 Dec;35(4):547-56. PubMed PMID: 21289437. 12: Mizoguchi H, Bagetta G, Sakurada T, Sakurada S. Dermorphin tetrapeptide analogs as potent and long-lasting analgesics with pharmacological profiles distinct from morphine. Peptides. 2011 Feb;32(2):421-7. doi: 10.1016/j.peptides.2010.11.013. Epub 2010 Nov 30. Review. PubMed PMID: 21126548. 13: Suciati, Garson MJ. Isolation of the tetrapeptide apicidins G, H and I from the fungus Fusarium semitectum. Nat Prod Commun. 2014 Feb;9(2):233-6. PubMed PMID: 24689299. 14: Ivanova EA, Sarycheva NY, Dubynin VA, Malyshev AV, Kalikhevich VN, Ardemasova ZA, Kamensky AA. Behavioral effects of original tetrapeptide, an analog of N-terminal nociceptin fragment. Bull Exp Biol Med. 2012 Jun;153(2):177-81. English, Russian. PubMed PMID: 22816077. 15: Zhou H, Yang Y, Yang X, Li W, Xiong Z, Zhao L, Xu L, Ding Z. A new cyclic tetrapeptide from an endophytic Streptomyces sp. YIM67005. Nat Prod Res. 2014;28(5):318-23. doi: 10.1080/14786419.2013.863198. Epub 2013 Dec 4. PubMed PMID: 24304298. 16: Asakura T, Horiguchi K, Aoki A, Tasei Y, Naito A. Parallel β-Sheet Structure of Alanine Tetrapeptide in the Solid State As Studied by Solid-State NMR Spectroscopy. J Phys Chem B. 2016 Sep 1;120(34):8932-41. doi: 10.1021/acs.jpcb.6b06292. Epub 2016 Aug 12. PubMed PMID: 27482868. 17: Brückner C, Imhof D, Scriba GK. Capillary electrophoretic study of the degradation pathways and kinetics of the aspartyl model tetrapeptide Gly-Phe-Asp-GlyOH in alkaline solution. J Pharm Biomed Anal. 2013 Mar 25;76:96-103. doi: 10.1016/j.jpba.2012.12.012. Epub 2012 Dec 20. PubMed PMID: 23298912. 18: Vickers CJ, Olsen CA, Leman LJ, Ghadiri MR. Discovery of HDAC Inhibitors That Lack an Active Site Zn(2+)-Binding Functional Group. ACS Med Chem Lett. 2012 Apr 26;3(6):505-8. doi: 10.1021/ml300081u. eCollection 2012 Jun 14. PubMed PMID: 24900500; PubMed Central PMCID: PMC4025844. 19: Holder JR, Bauzo RM, Xiang Z, Haskell-Luevano C. Structure-activity relationships of the melanocortin tetrapeptide Ac-His-DPhe-Arg-Trp-NH(2) at the mouse melanocortin receptors: part 2 modifications at the Phe position. J Med Chem. 2002 Jul 4;45(14):3073-81. PubMed PMID: 12086493. 20: Mollica A, Pinnen F, Stefanucci A, Feliciani F, Campestre C, Mannina L, Sobolev AP, Lucente G, Davis P, Lai J, Ma SW, Porreca F, Hruby VJ. The cis-4-amino-L-proline residue as a scaffold for the synthesis of cyclic and linear endomorphin-2 analogues. J Med Chem. 2012 Apr 12;55(7):3027-35. doi: 10.1021/jm201402v. Epub 2012 Mar 22. PubMed PMID: 22394120; PubMed Central PMCID: PMC5695669.

View History

Tolterodine Dimer

Tolterodine Dimer

NK-1129 iodide

NK-1129 iodide

Benzyl-PEG16-THP

Benzyl-PEG16-THP

CDD-2807

CDD-2807