UDP-murnac-pentapeptide

Base Information

• Chemical Name: UDP-murnac-pentapeptide
• CAS No.: 16124-22-4
• Molecular Formula: C₄₁H₆₅N₉O₂₈P₂
• Molecular Weight: 1193.96
• Mol file: 16124-22-4.mol

Synonyms:UDP-MurNAc-pentapeptide;UDP-N-acetylmuramic acid pentapeptide;UDP-N-acetylmuramic acid pentapeptides;UDP-N-acetylmuramyl-pentapeptide

Chemical Property of UDP-murnac-pentapeptide

Chemical Property:

• Boiling Point: °Cat760mmHg
• PKA: 1.10±0.50(Predicted)
• Flash Point: °C
• Density: 1.66g/cm³
• XLogP3: -17.3
• Hydrogen Bond Donor Count: 17
• Hydrogen Bond Acceptor Count: 31
• Rotatable Bond Count: 31
• Exact Mass: 1193.34142645
• Heavy Atom Count: 80
• Complexity: 2490

Purity/Quality:

99% ,98%,Electron Grade , ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C(=O)NC(C)C(=O)O)NC(=O)C(CCC(C(C(=O)O)N)C(=O)CCC(C(=O)O)N)NC(=O)C(C)(C(=O)C(C)OC1C(C(OC(C1O)COP(=O)(O)OP(=O)(O)OCC2C(C(C(O2)N3C=CC(=O)NC3=O)O)O)O)N)NC(=O)C
• Isomeric SMILES: C[C@H](C(=O)N[C@H](C)C(=O)O)NC(=O)[C@H](CCC(C(C(=O)O)N)C(=O)CC[C@@H](C(=O)O)N)NC(=O)[C@@](C)(C(=O)C(C)O[C@@H]1[C@H]([C@H](O[C@@H]([C@H]1O)COP(=O)(O)OP(=O)(O)OC[C@@H]2[C@H]([C@H](C(O2)N3C=CC(=O)NC3=O)O)O)O)N)NC(=O)C

Technology Process of UDP-murnac-pentapeptide

There total 3 articles about UDP-murnac-pentapeptide 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: 61.0%

L-alanin (56-41-7,25191-17-7,18875-37-1) + D-Glutamic acid (6893-26-1,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) + UDP-N-acetylmuramic acid β-anomer (2316-24-7) + meso-diaminopimelic acid (1356383-43-1) → UDP-N-acetylmuramyl-L-alanyl-γ-D-glutamyl-m-diaminopimelyl-D-alanyl-D-alanine (16124-22-4)

Guidance literature:

With DL-dithiothreitol; 3-{[tris(hydroxymethyl)methyl]amino}propanesulfonic acid; ATP; magnesium chloride; In water; at 37 ℃; for 5h;

DOI:10.1021/ja983850b

Reference yield:

uridine diphosphate N-acetylglucosamine (16426-39-4,28508-02-3,5547-44-4,83332-40-5) → UDP-N-acetylmuramyl-L-alanyl-γ-D-glutamyl-m-diaminopimelyl-D-alanyl-D-alanine (16124-22-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / TAPS, β-NADPH, DTT, MurA, MurB / H2O / 5 h / 37 °C

2: 61 percent / TAPS, ATP, MgCl₂, DTT, MurC, MurD, MurE, MurF / H₂O / 5 h / 37 °C

With DL-dithiothreitol; 3-{[tris(hydroxymethyl)methyl]amino}propanesulfonic acid; ATP; NADPH; magnesium chloride; In water;

DOI:10.1021/ja983850b

Reference yield:

D-alanyl-D-alanine (923-16-0,110652-05-6,210687-33-5,2392-61-2) + UDP-MurNAc-L-Ala-γ-D-Glu-meso-A2pm → UDP-MurNAc-L-Ala-γ-D-Glu-meso-A2pm-D-Ala-D-Ala (16124-22-4)

Guidance literature:

With dithiothreitol; Staphylococcus aureus MurF ligase C-terminal His₆-tagged; ATP; magnesium chloride; at 37 ℃; for 0.5h; aq. Tris-HCl buffer; aq. phosphate buffer; Enzymatic reaction;

DOI:10.1016/j.biochi.2010.07.009

upstream raw materials:

L-alanin

D-Glutamic acid

UDP-N-acetylmuramic acid β-anomer

meso-diaminopimelic acid