MedKoo Cat#: 462757 | Name: alpha-Lactorphin

Description:

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

alpha-Lactorphin is a tetrapeptide that lowers blood pressure in conscious adult spontaneously hypertensive rats. It is originally released from milk protein alpha-lactalbumin by enzymatic hydrolysis.

Chemical Structure

alpha-Lactorphin
alpha-Lactorphin
CAS#105129-00-8

Theoretical Analysis

MedKoo Cat#: 462757

Name: alpha-Lactorphin

CAS#: 105129-00-8

Chemical Formula: C26H35N5O5

Exact Mass: 497.2638

Molecular Weight: 497.60

Elemental Analysis: C, 62.76; H, 7.09; N, 14.07; O, 16.08

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 #
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Synonym
Tyr-gly-leu-phe;
IUPAC/Chemical Name
(2S)-N-((S)-1-amino-1-oxo-3-phenylpropan-2-yl)-2-(2-((S)-2-amino-3-(4-hydroxyphenyl)propanamido)acetamido)-3-methylpentanamide
InChi Key
NTWUFSCNXWKSGG-BOLZHIRLSA-N
InChi Code
InChI=1S/C26H35N5O5/c1-3-16(2)23(26(36)30-21(24(28)34)14-17-7-5-4-6-8-17)31-22(33)15-29-25(35)20(27)13-18-9-11-19(32)12-10-18/h4-12,16,20-21,23,32H,3,13-15,27H2,1-2H3,(H2,28,34)(H,29,35)(H,30,36)(H,31,33)/t16?,20-,21-,23-/m0/s1
SMILES Code
CCC([C@@H](C(N[C@H](C(N)=O)Cc1ccccc1)=O)NC(CNC([C@H](Cc2ccc(O)cc2)N)=O)=O)C
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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 497.60 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: Sipola M, Finckenberg P, Vapaatalo H, Pihlanto-Leppälä A, Korhonen H, Korpela R, Nurminen ML. Alpha-lactorphin and beta-lactorphin improve arterial function in spontaneously hypertensive rats. Life Sci. 2002 Aug 2;71(11):1245-53. doi: 10.1016/s0024-3205(02)01793-9. PMID: 12106590. 2: Nurminen ML, Sipola M, Kaarto H, Pihlanto-Leppälä A, Piilola K, Korpela R, Tossavainen O, Korhonen H, Vapaatalo H. Alpha-lactorphin lowers blood pressure measured by radiotelemetry in normotensive and spontaneously hypertensive rats. Life Sci. 2000;66(16):1535-43. doi: 10.1016/s0024-3205(00)00471-9. PMID: 10794501. 3: Mullally MM, Meisel H, FitzGerald RJ. Synthetic peptides corresponding to alpha-lactalbumin and beta-lactoglobulin sequences with angiotensin-I-converting enzyme inhibitory activity. Biol Chem Hoppe Seyler. 1996 Apr;377(4):259-60. doi: 10.1515/bchm3.1996.377.4.259. PMID: 8737991. 4: FitzGerald RJ, Meisel H. Lactokinins: whey protein-derived ACE inhibitory peptides. Nahrung. 1999 Jun;43(3):165-7. doi: 10.1002/(SICI)1521-3803(19990601)43:3<165::AID-FOOD165>3.0.CO;2-2. PMID: 10399349. 5: Bordenave S, Sannier F, Ricart G, Piot JM. Continuous hydrolysis of goat whey in an ultrafiltration reactor: generation of alpha-lactorphin. Prep Biochem Biotechnol. 1999 May;29(2):189-202. doi: 10.1080/10826069908544890. PMID: 10231897. 6: Martínez-Maqueda D, Miralles B, De Pascual-Teresa S, Reverón I, Muñoz R, Recio I. Food-derived peptides stimulate mucin secretion and gene expression in intestinal cells. J Agric Food Chem. 2012 Sep 5;60(35):8600-5. doi: 10.1021/jf301279k. Epub 2012 Aug 23. PMID: 22916966.