MedKoo Cat#: 574396 | Name: RLLFT-NH2
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Description:

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

RLLFT-NH2 is a reversed amino acid sequence control peptide for TFLLR-NH2, a PAR1 selective agonist that significantly increases nociceptive threshold.

Chemical Structure

RLLFT-NH2
RLLFT-NH2
CAS#447408-68-6

Theoretical Analysis

MedKoo Cat#: 574396

Name: RLLFT-NH2

CAS#: 447408-68-6

Chemical Formula: C31H53N9O6

Exact Mass: 647.4119

Molecular Weight: 647.82

Elemental Analysis: C, 57.48; H, 8.25; N, 19.46; O, 14.82

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1mg USD 500.00 2 Weeks
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Synonym
RLLFT-NH2
IUPAC/Chemical Name
(S)-2-amino-N-((S)-1-(((S)-1-(((S)-1-(((2S,3R)-1-amino-3-hydroxy-1-oxobutan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)amino)-4-methyl-1-oxopentan-2-yl)amino)-4-methyl-1-oxopentan-2-yl)-5-guanidinopentanamide
InChi Key
ILPOBMZRIPLMBB-GFGQVAFXSA-N
InChi Code
InChI=1S/C31H53N9O6/c1-17(2)14-22(37-27(43)21(32)12-9-13-36-31(34)35)28(44)38-23(15-18(3)4)29(45)39-24(16-20-10-7-6-8-11-20)30(46)40-25(19(5)41)26(33)42/h6-8,10-11,17-19,21-25,41H,9,12-16,32H2,1-5H3,(H2,33,42)(H,37,43)(H,38,44)(H,39,45)(H,40,46)(H4,34,35,36)/t19-,21+,22+,23+,24+,25+/m1/s1
SMILES Code
[H]N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H]([C@@H](C)O)C(N)=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
>3 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
Product Data
Biological target:
RL648_81 is a specific KQT-like subfamily 2/3 (KCNQ2/3) activator with an EC50 of 190 nM. RL648_81 shifts the V1/2 of KCNQ2/3 channels towards hyperpolarized potentials. RL648_81 does not shift the V1/2 of either KCNQ4 or KCNQ5.RL648_81 has the potential for neurologic disorders associated with neuronal hyperexcitability research.
In vitro activity:
Thrombin-activated protease-activated receptor (PAR)-1 regulates the proliferation of neural cells following brain injury. Cell proliferation was not affected by the PAR-1 negative control peptide RLLFT-NH2. Reference: J Pharmacol Sci. 2016 Jul;131(3):162-71. https://pubmed.ncbi.nlm.nih.gov/27426918/
In vivo activity:
PAR1-TF administration doubled the prostatic production of interleukin-10 (IL-10) compared with ethanol-DNBS treatment alone. This enhanced IL-10 was not observed in PAR1-null mice and was not caused by RLLFT-NH2. Reference: Mediators Inflamm. 2013;2013:748395. https://pubmed.ncbi.nlm.nih.gov/24459330/

Preparing Stock Solutions

The following data is based on the product molecular weight 647.82 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:
1. Tanaka M, Yoneyama M, Shiba T, Yamaguchi T, Ogita K. Protease-activated receptor-1 negatively regulates proliferation of neural stem/progenitor cells derived from the hippocampal dentate gyrus of the adult mouse. J Pharmacol Sci. 2016 Jul;131(3):162-71. doi: 10.1016/j.jphs.2016.05.005. Epub 2016 May 25. PMID: 27426918. 2. Stanton MM, Nelson LK, Benediktsson H, Hollenberg MD, Buret AG, Ceri H. Proteinase-activated receptor-1 and immunomodulatory effects of a PAR1-activating peptide in a mouse model of prostatitis. Mediators Inflamm. 2013;2013:748395. doi: 10.1155/2013/748395. Epub 2013 Dec 29. PMID: 24459330; PMCID: PMC3891427.
In vitro protocol:
1. Tanaka M, Yoneyama M, Shiba T, Yamaguchi T, Ogita K. Protease-activated receptor-1 negatively regulates proliferation of neural stem/progenitor cells derived from the hippocampal dentate gyrus of the adult mouse. J Pharmacol Sci. 2016 Jul;131(3):162-71. doi: 10.1016/j.jphs.2016.05.005. Epub 2016 May 25. PMID: 27426918.
In vivo protocol:
1. Stanton MM, Nelson LK, Benediktsson H, Hollenberg MD, Buret AG, Ceri H. Proteinase-activated receptor-1 and immunomodulatory effects of a PAR1-activating peptide in a mouse model of prostatitis. Mediators Inflamm. 2013;2013:748395. doi: 10.1155/2013/748395. Epub 2013 Dec 29. PMID: 24459330; PMCID: PMC3891427.
1. Asfaha et al (2002) Proteinase-activated receptor-1 agonists attenuate nociception in response to noxious stimuli. Br.J.Pharmacol. 135 1101 PMID: 11877315 2. Fang et al (2003) Thrombin inhibits NMDA-mediated nociceptive activity in the mouse: possible mediation by endothelin. J.Physiol. 549 903 PMID: 12717003 3. Buresi et al (2004) Activation of proteinase-activated receptor-1 inhibits neurally evoked chloride secretion in the mouse colon in vitro. Am.J.Physiol.Gastrointest.Liver Physiol. 288 G337 PMID: 15345469 Stanton MM, Nelson LK, Benediktsson H, Hollenberg MD, Buret AG, Ceri H. Proteinase-activated receptor-1 and immunomodulatory effects of a PAR1-activating peptide in a mouse model of prostatitis. Mediators Inflamm. 2013;2013:748395. doi: 10.1155/2013/748395. Epub 2013 Dec 29. PMID: 24459330; PMCID: PMC3891427. Tanaka M, Yoneyama M, Shiba T, Yamaguchi T, Ogita K. Protease-activated receptor-1 negatively regulates proliferation of neural stem/progenitor cells derived from the hippocampal dentate gyrus of the adult mouse. J Pharmacol Sci. 2016 Jul;131(3):162-71. doi: 10.1016/j.jphs.2016.05.005. Epub 2016 May 25. PMID: 27426918.