Tyr-pro

Base Information

• Chemical Name: Tyr-pro
• CAS No.: 51871-47-7
• Molecular Formula: C14H18N2O4
• Molecular Weight: 278.308
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID20430840
• Nikkaji Number: J453.042J
• Metabolomics Workbench ID: 79030
• ChEMBL ID: CHEMBL1807689
• Mol file: 51871-47-7.mol

Synonyms:Tyr-Pro;tyrosyl-proline;tyrosylproline;YP dipeptide

Chemical Property of Tyr-pro

Chemical Property:

• Boiling Point: 576.0±50.0 °C(Predicted)
• PKA: 3.15±0.20(Predicted)
• PSA: 103.86000
• Density: 1.371±0.06 g/cm3(Predicted)
• LogP: 0.97580
• Storage Temp.: 2-8°C
• XLogP3: -2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 278.12665706
• Heavy Atom Count: 20
• Complexity: 366

Purity/Quality:

98%Min ^*data from raw suppliers

Tyr-pro 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(N(C1)C(=O)C(CC2=CC=C(C=C2)O)N)C(=O)O
• Isomeric SMILES: C1C[C@H](N(C1)C(=O)[C@H](CC2=CC=C(C=C2)O)N)C(=O)O

Technology Process of Tyr-pro

There total 19 articles about Tyr-pro which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 72.0%

Z-Tyr(OBzl)-Pro-OH (83280-13-1) → H-Tyr-Pro-OH (51871-47-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1007/s10600-006-0079-5

Reference yield:

L-tyrosyl-L-prolyl-L-phenylalanyl-L-prolyl-glycyl-L-prolyl-L-isoleucine (72122-62-4) → H-Tyr-Pro-OH (51871-47-7) + L-phenylalanyl-L-proline (7669-65-0,28819-11-6) + Gly-Pro-Ile (89187-15-5) + H-Gly-Pro-OH (704-15-4)

Guidance literature:

at 37 ℃; for 7h; Yield given. Yields of byproduct given; 0.1 M Tris HCl buffer pH 8.0, X-prolyl dipeptidyl aminopeptidase from Lactococcus lactis subsp. cremoris nTR;

DOI:10.1271/bbb.56.704

Reference yield:

L-tyrosyl-L-prolyl-L-phenylalanyl-L-prolyl-glycyl-L-prolyl-L-isoleucine (72122-62-4) → H-Tyr-Pro-OH (51871-47-7) + L-phenylalanyl-L-proline (7669-65-0,28819-11-6) + Gly-Pro-Ile (89187-15-5) + Phe-Pro-Gly-Pro-Ile + H-Gly-Pro-OH (704-15-4)

Guidance literature:

at 37 ℃; Kinetics; 0.1 M Tris HCl buffer pH 8.0, X-prolyl dipeptidyl aminopeptidase from Lactococcus lactis subsp. cremoris nTR;

DOI:10.1271/bbb.56.704

upstream raw materials:

(tert-butoxycarbonyl)-L-tyrosyl-L-proline

L-tyrosyl-L-prolyl-L-phenylalanyl-L-prolyl-glycyl-L-prolyl-L-isoleucine

Tyrosine-Proline-aza-Glycine-amide

Z-Tyr(OBzl)-Pro-OH

Downstream raw materials:

endomorphin 1

Boc-Asp(OBzl)-Tyr-Pro-OH

Refernces

• 1、 Liu, Hongmei,Zhang, Bangzhi,Liu, Xuefeng,Wang, Changlin,Ni, Jingman,Wang, Rui. "Endomorphin-1 analogs with enhanced metabolic stability and systemic analgesic activity: Design, synthesis, and pharmacological characterization". . p. 1694 - 1702. Retrieved 2008/02/03.
• 2、 Hoitink, Marnix A.,Beijnen, Jos H.,Bult, Auke,Damen, J. Mirjam A.,Van Der Houwen, Oeds A. G. J.,Kruijtzer, John A. W.,Tibben, Matthijs M.,Wiese, Gerard,Underberg, Willy J. M.. "Degradation of azaglycinamido residues in model tripeptides derived from goserelin". . p. 108 - 114. Retrieved 2007/10/03.