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MedKoo Cat#: 530700 | Name: Lysylproline

Description:

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

Lysylproline Third & fourth amino acid in substance P sequence.

Chemical Structure

Lysylproline
Lysylproline
CAS#52766-27-5 (free base)

Theoretical Analysis

MedKoo Cat#: 530700

Name: Lysylproline

CAS#: 52766-27-5 (free base)

Chemical Formula: C11H21N3O3

Exact Mass: 243.1583

Molecular Weight: 243.31

Elemental Analysis: C, 54.30; H, 8.70; N, 17.27; O, 19.73

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 #
106356-78-9 (HCl) 143983-32-8 (2HCl) 52766-27-5 (free base) 115655-94-2 (HBr)
Synonym
Lysylproline
IUPAC/Chemical Name
L-Proline, 1-L-lysyl-
InChi Key
AIXUQKMMBQJZCU-IUCAKERBSA-N
InChi Code
InChI=1S/C11H21N3O3/c12-6-2-1-4-8(13)10(15)14-7-3-5-9(14)11(16)17/h8-9H,1-7,12-13H2,(H,16,17)/t8-,9-/m0/s1
SMILES Code
O=C(O)[C@H]1N(C([C@H](CCCCN)N)=O)CCC1
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 243.31 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: Ferreira CR, Cusmano-Ozog K. Spurious Elevation of Multiple Urine Amino Acids by Ion-Exchange Chromatography in Patients with Prolidase Deficiency. JIMD Rep. 2017;31:45-49. doi: 10.1007/8904_2016_552. Epub 2016 Apr 12. PubMed PMID: 27067078; PubMed Central PMCID: PMC5388643. 2: Xu H, Yang F, Sun Y, Yuan Y, Cheng H, Wei Z, Li S, Cheng T, Brann D, Wang R. A new antifibrotic target of Ac-SDKP: inhibition of myofibroblast differentiation in rat lung with silicosis. PLoS One. 2012;7(7):e40301. doi: 10.1371/journal.pone.0040301. Epub 2012 Jul 3. PubMed PMID: 22802960; PubMed Central PMCID: PMC3389005. 3: Liu JM, Garcia-Alvarez MC, Bignon J, Kusinski M, Kuzdak K, Riches A, Wdzieczak-Bakala J. Overexpression of the natural tetrapeptide acetyl-N-ser-asp-lys-pro derived from thymosin beta4 in neoplastic diseases. Ann N Y Acad Sci. 2010 Apr;1194:53-9. doi: 10.1111/j.1749-6632.2010.05488.x. Review. PubMed PMID: 20536450. 4: Manea M, Mezo G, Hudecz F, Przybylski M. Mass spectrometric identification of the trypsin cleavage pathway in lysyl-proline containing oligotuftsin peptides. J Pept Sci. 2007 Apr;13(4):227-36. PubMed PMID: 17394121. 5: Yip CM, Brader ML, DeFelippis MR, Ward MD. Atomic force microscopy of crystalline insulins: the influence of sequence variation on crystallization and interfacial structure. Biophys J. 1998 May;74(5):2199-209. PubMed PMID: 9591647; PubMed Central PMCID: PMC1299563. 6: Marino AM, Chong S, Dando SA, Kripalani KJ, Bathala MS, Morrison RA. Distribution of the dipeptide transporter system along the gastrointestinal tract of rats based on absorption of a stable and specific probe, SQ-29852. J Pharm Sci. 1996 Mar;85(3):282-6. PubMed PMID: 8699329. 7: Uehara Y, Shimizu H, Sato N, Mura YS, Mori M. The dipeptide Lys-Pro attenuates interleukin-1 beta-induced anorexia. Peptides. 1993 Mar-Apr;14(2):175-8. PubMed PMID: 8387184. 8: Katinas GS, Petriaeva MA. [The dynamics of the reparative regeneration of the rat epidermis exposed to lysylproline]. Morfologiia. 1992 May;102(5):106-12. Russian. PubMed PMID: 1285287. 9: Kieliszewski MJ, Leykam JF, Lamport DT. Trypsin cleaves lysylproline in a hydroxyproline-rich glycoprotein from Zea mays. Pept Res. 1989 May-Jun;2(3):246-8. PubMed PMID: 2520761. 10: Kohl A, Volk HD, Diezel W, Buntrock P, Diamantstein T. The dipeptide Lys-Pro restores the diminished wound healing following treatment with anti-T-helper cell monoclonal antibody. Int J Immunopharmacol. 1989;11(3):237-40. PubMed PMID: 2525534. 11: Karanewsky DS, Badia MC, Cushman DW, DeForrest JM, Dejneka T, Loots MJ, Perri MG, Petrillo EW Jr, Powell JR. (Phosphinyloxy)acyl amino acid inhibitors of angiotensin converting enzyme (ACE). 1. Discovery of (S)-1-[6-amino-2-[[hydroxy(4-phenylbutyl)phosphinyl]oxy]-1-oxohexyl]-L -proline a novel orally active inhibitor of ACE. J Med Chem. 1988 Jan;31(1):204-12. PubMed PMID: 3336020. 12: Nausch I, Heymann E. Substance P in human plasma is degraded by dipeptidyl peptidase IV, not by cholinesterase. J Neurochem. 1985 May;44(5):1354-7. PubMed PMID: 2580948. 13: Lindner G, Grosse G. [Morphological studies of the effect of substance P partial sequences on nerve tissue culture]. Z Mikrosk Anat Forsch. 1983;97(1):65-74. German. PubMed PMID: 6195835.