MedKoo Cat#: 465316 | Name: Asp-Phe
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Description:

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

L-Aspartyl-L-phenylalanine is a dipeptide inhibitor of angiotensin-converting enzyme (ACE) and a metabolite of the synthetic non-caloric sweetener aspartame. It is formed from aspartame by intestinal intracellular esterases. L-Aspartyl-L-phenylalanine inhibits ACE with a Ki value of 11 µM for the rabbit enzyme. Serum levels of L-aspartyl-L-phenylalanine are positively associated with pancreatic ductal adenocarcinoma.

Chemical Structure

Asp-Phe
Asp-Phe
CAS#13433-09-5

Theoretical Analysis

MedKoo Cat#: 465316

Name: Asp-Phe

CAS#: 13433-09-5

Chemical Formula: C13H16N2O5

Exact Mass: 280.1059

Molecular Weight: 280.28

Elemental Analysis: C, 55.71; H, 5.75; N, 10.00; O, 28.54

Price and Availability

Size Price Availability Quantity
250mg USD 250.00 2 Weeks
500mg USD 400.00 2 Weeks
1g USD 650.00 2 Weeks
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Related CAS #
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Synonym
Asp-Phe; Asp Phe; AspPhe; L-Aspartyl-L-phenylalanine; α-Aspartylphenylalanine; α Aspartylphenylalanine; H-Asp-Phe-OH
IUPAC/Chemical Name
(S)-3-amino-4-(((S)-1-carboxy-2-phenylethyl)amino)-4-oxobutanoic acid
InChi Key
YZQCXOFQZKCETR-UWVGGRQHSA-N
InChi Code
InChI=1S/C13H16N2O5/c14-9(7-11(16)17)12(18)15-10(13(19)20)6-8-4-2-1-3-5-8/h1-5,9-10H,6-7,14H2,(H,15,18)(H,16,17)(H,19,20)/t9-,10-/m0/s1
SMILES Code
OC(C[C@@H](C(N[C@@H](CC1=CC=CC=C1)C(O)=O)=O)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
>2 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
Solvent mg/mL mM
Solubility
DMSO 5.0 17.84
DMSO:PBS (pH 7.2) (1:2) 0.3 1.07
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 280.28 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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A mutant leucine aminopeptidase from Streptomyces cinnamoneus with enhanced L-aspartyl L-amino acid methyl ester synthetic activity. Biotechnol Lett. 2012 Jun;34(6):1093-9. doi: 10.1007/s10529-012-0877-8. Epub 2012 Feb 22. PMID: 22354473. 13: Menach E, Yasukawa K, Inouye K. Effects of site-directed mutagenesis of the loop residue of the N-terminal domain Gly117 of thermolysin on its catalytic activity. Biosci Biotechnol Biochem. 2010;74(12):2457-62. doi: 10.1271/bbb.100536. Epub 2010 Dec 7. PMID: 21150094. 14: Kira I, Asano Y, Yokozeki K. Screening, purification, and identification of the enzyme producing N-(L-alpha-L-aspartyl)-L-phenylalanine methyl ester from l-isoasparagine and L-phenylalanine methyl ester. J Biosci Bioeng. 2009 Sep;108(3):190-3. doi: 10.1016/j.jbiosc.2009.03.018. PMID: 19664550. 15: Yagasaki M, Hashimoto S. Synthesis and application of dipeptides; current status and perspectives. Appl Microbiol Biotechnol. 2008 Nov;81(1):13-22. doi: 10.1007/s00253-008-1590-3. Epub 2008 Sep 16. PMID: 18795289. 16: Isono Y, Fukushima K, Kawakatsu T, Nakajima M. Integration of charged membrane into perstraction system for separation of amino acid derivatives. Biotechnol Bioeng. 1997 Oct 20;56(2):162-7. doi: 10.1002/(SICI)1097-0290(19971020)56:2<162::AID-BIT5>3.0.CO;2-N. PMID: 18636621. 17: Guguta C, Meekes H, de Gelder R. The hydration/dehydration behavior of aspartame revisited. J Pharm Biomed Anal. 2008 Mar 13;46(4):617-24. doi: 10.1016/j.jpba.2007.11.044. Epub 2007 Dec 3. PMID: 18207687. 18: Bergstrom BP, Cummings DR, Skaggs TA. Aspartame decreases evoked extracellular dopamine levels in the rat brain: an in vivo voltammetry study. Neuropharmacology. 2007 Dec;53(8):967-74. doi: 10.1016/j.neuropharm.2007.09.009. Epub 2007 Sep 29. PMID: 17976663. 19: Yasukawa K, Inouye K. Improving the activity and stability of thermolysin by site-directed mutagenesis. Biochim Biophys Acta. 2007 Oct;1774(10):1281-8. doi: 10.1016/j.bbapap.2007.08.002. Epub 2007 Aug 14. PMID: 17869197. 20: Yasukawa K, Kusano M, Inouye K. A new method for the extracellular production of recombinant thermolysin by co-expressing the mature sequence and pro-sequence in Escherichia coli. Protein Eng Des Sel. 2007 Aug;20(8):375-83. doi: 10.1093/protein/gzm031. Epub 2007 Jul 6. PMID: 17616558.