For research use only. Not for therapeutic Use.
Sarcolysin (Cat No.: I009290), also known as melphalan mustard or phenylalanine mustard, is an alkylating agent structurally related to nitrogen mustard. It exerts antineoplastic effects by forming DNA cross-links, thereby inhibiting DNA replication and transcription in rapidly dividing cells. Sarcolysin has been used in the treatment of multiple myeloma and ovarian cancer. Its selective uptake by certain tumor cells, due to its amino acid-like structure, enhances its therapeutic potential. Sarcolysin remains a valuable compound in cancer chemotherapy and oncology research.
| CAS Number | 531-76-0 |
| Synonyms | Sarcolysin; DL-Sarcolysin; DL-Sarcolysine; Merfalan; Merphalan; NCI-CO4944; NSC-14210.;4-(Bis(2-chloroethyl)amino)-DL-phenylalanine |
| Molecular Formula | C13H18Cl2N2O2 |
| Purity | ≥95% |
| Solubility | Soluble in DMSO |
| Storage | 0 - 4 °C for short term, or -20 °C for long term |
| IUPAC Name | 2-amino-3-[4-[bis(2-chloroethyl)amino]phenyl]propanoic acid |
| InChI | InChI=1S/C13H18Cl2N2O2/c14-5-7-17(8-6-15)11-3-1-10(2-4-11)9-12(16)13(18)19/h1-4,12H,5-9,16H2,(H,18,19) |
| InChIKey | SGDBTWWWUNNDEQ-UHFFFAOYSA-N |
| SMILES | C1=CC(=CC=C1CC(C(=O)O)N)N(CCCl)CCCl |
| Reference | </br>1:[Synthesis and properties of fluorescently-labelled triglyceride, derivative of the antineoplastic agent sarcolysin]. Boldyrev IA, Grechishnikova IV, Pavlova IuB, Molotkovskiĭ IuG.Bioorg Khim. 2004 Jan-Feb;30(1):80-3. Russian. PMID: 15040307 </br>2:Antitumor activity of the novel melphalan containing tripeptide J3 (L-prolyl-L-melphalanyl-p-L-fluorophenylalanine ethyl ester): comparison with its m-L-sarcolysin analogue P2. Gullbo J, Wallinder C, Tullberg M, Lövborg H, Ehrsson H, Lewensohn R, Nygren P, Luthman K, Larsson R.Mol Cancer Ther. 2003 Dec;2(12):1331-9. PMID: 14707274 Free Article</br>3:[Chemobiokinetics of sarcolysin and its peptides with glutaminic acid]. Mironiuk TA, Korsakov MV, Reztsova VV, Kon/’kov SA, Zhdanova EA, Krasnov VP, Filov VA.Vopr Onkol. 2000;46(5):583-7. Russian. PMID: 11202192 </br>4:Selective tumor apoptosis by MF13, L-prolyl-L-m-[bis(chloroethyl)amino]-phenylalanyl-L-norvaline ethyl ester, a new sarcolysin containing tripeptide. Roboz J, Jiang J, Holland JF, Bekesi JG.Cancer Res. 1997 Nov 1;57(21):4795-802. PMID: 9354441 Free Article</br>5:[Enhancement of antineoplastic activity of sarcolysin by the means of transforming it into lipid derivative and incorporating into liposomal membranes containing carbohydrate vector]. Kozlov AM, Korchagina EIu, Vodovozova EL, Bovin NV, Molotkovskiĭ IuL, Syrkin AB.Biull Eksp Biol Med. 1997 Apr;123(4):439-41. Russian. No abstract available. PMID: 9190189 </br>6:[Lipid derivatives of sarcolysin, methotrexate and rubomycin]. Vodovozova EL, Nikol/’skiĭ PIu, Mikhalev II, Molotkovskiĭ IuG.Bioorg Khim. 1996 Jul;22(7):548-56. Russian. PMID: 8992961 </br>7:Pharmacokinetics of peptichemio in myeloma patients: release of m-L-sarcolysin in vivo and in vitro. Ehrsson H, Lewensohn R, Wallin I, Hellström M, Merlini G, Johansson B.Cancer Chemother Pharmacol. 1993;31(4):265-8. PMID: 8422688 </br>8:[Ligands possessing affinity to specific DNA base pair sequences. IX. Synthesis of netropsin and distamycin A analogs having sarcolysin residues or a platinum(II) atom]. Grokhovskiĭ SL, Gottikh BP, Zhuze AL.Bioorg Khim. 1992 Apr;18(4):570-83. Russian. PMID: 1323966 </br>9:Cytotoxicity and DNA cross-linking induced by peptide conjugated m-L-sarcolysin in human melanoma cells. Hansson J, Lewensohn R, Ringborg U.Anticancer Res. 1991 Sep-Oct;11(5):1725-30. PMID: 1768043 </br>10:Increased toxicity and DNA cross-linking by peptide bound m-L-sarcolysin (Peptichemio) as compared to melphalan and m-L-sarcolysin in human melanoma cell lines. Lewensohn R, Ehrsson H, Hansson J, Ringborg U.Anticancer Res. 1991 Jan-Feb;11(1):321-4. PMID: 2018366 |
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