L-Serine, N2-(1-oxohexadecyl)-L-lysyl-L-threonyl-L-threonyl-L-lysyl-

Base Information

• Chemical Name: L-Serine, N2-(1-oxohexadecyl)-L-lysyl-L-threonyl-L-threonyl-L-lysyl-
• CAS No.: 214047-00-4
• Molecular Formula: C39H75N7O10
• Molecular Weight: 802.065
• European Community (EC) Number: 606-757-9
• UNII: KK181SM5JG
• Nikkaji Number: J1.895.344G
• Wikipedia: Palmitoyl_pentapeptide-4
• ChEMBL ID: CHEMBL451881
• Mol file: 214047-00-4.mol

Synonyms:pal-KTTKS;palmitoyl-lysyl-threonyl-threonyl-lysyl-serine

Chemical Property of L-Serine, N2-(1-oxohexadecyl)-L-lysyl-L-threonyl-L-threonyl-L-lysyl-

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.523
• Boiling Point: 1120.1 °C at 760 mmHg
• PKA: 2.98±0.10(Predicted)
• Flash Point: 631.2 °C
• PSA: 295.53000
• Density: 1.147 g/cm³
• LogP: 4.34330
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 11
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 35
• Exact Mass: 801.55754161
• Heavy Atom Count: 56
• Complexity: 1130

Purity/Quality:

(2S,5S,8S,11S,14S)-5,14-Bis(4-aminobutyl)-8,11-bis((R)-1-hydroxyethyl)-2-(hydroxymethyl)-4,7,10,13,16-pentaoxo-3,6,9,12,15-pentaazahentriacontan-1-oicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)NC(CCCCN)C(=O)NC(C(C)O)C(=O)NC(C(C)O)C(=O)NC(CCCCN)C(=O)NC(CO)C(=O)O
• Isomeric SMILES: CCCCCCCCCCCCCCCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CO)C(=O)O
• Description: Palmitoyl pentapeptide-4 (formerly called palmitoyl pentapeptide-3) was the fi rst big successful breakthrough peptide ingredient and probably the most commonly used peptide for aging skin. Also known as Matrixyl?, palmitoyl pentatpeptide-4 has been demonstrated to signifi cantly increase collagen synthesis, improving the appearance of wrinkles and sagging of the aging skin. Palmitoyl pentapeptide-4 is basically a sequential piece of a collagen molecule. It is theorized to work by “tricking” the skin into “believing” that too much collagen has been broken down, thereby curbing the production of collagenase, the enzyme that destroys collagen, and stimulating fi broblasts, the cells that produce collagen. The results of using palmitoyl pentapeptide-4 are remarkable, and the performance ingredient does not cause the irritation that can be caused by other antiaging ingredients such as retinol.
• Uses: palmitoyl pentapeptide-4 is a skin conditioner. Clinical studies by manufacturers credit it with an ability to promote collagen, elastin, and glycosaminoglycan synthesis. This would result in an ability to restore skin thickness, which diminishes with age, and to reduce the appearance of lines and wrinkles. Palmitoyl pentapeptide4 is a synthetic peptide with serine, threonine, and hexa decanoyl derivatives.palmitoyl tetrapeptide-7 is formerly known as palmitoyl tetrapeptide3. This peptide appears to improve skin elasticity and firmness. It also hydrates, smoothes, and protects the skin. It can be both obtained from the plant and synthetically derived and is found in a variety of different skin care preparations including eye lotions, moisturizers, and night creams. Palmitoyl tetrapeptide3 appears to act as an anti-inflammatory. This is attributed to its ability to control the secretion of specific chemicals responsible for skin aging (i.e., cytokines and interleukin-6), and hence it may function in a manner similar to the anti-aging hormone, DHeA. Some studies indicate that palmitoyl tetrapeptide-7 may also act as a uV filter. Myristoyl pentapeptide-4 is polypeptide used in masks for skin and muscles of face. Also, used in anti-wrinkle and firming facial cleanser.

Technology Process of L-Serine, N2-(1-oxohexadecyl)-L-lysyl-L-threonyl-L-threonyl-L-lysyl-

There total 2 articles about L-Serine, N2-(1-oxohexadecyl)-L-lysyl-L-threonyl-L-threonyl-L-lysyl- 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: 24.9%

Fmoc-Ser(tBu)-OH (71989-33-8) + Fmoc-Lys(tert-butoxycarbonyl) (71989-26-9) + Fmoc-Thr-OH (73731-37-0) + Fmoc-Lys-OH (105047-45-8) + 1-hexadecylcarboxylic acid (57-10-3) → palmitoyl-lysine-threonine-threonine-lysine-serine (214047-00-4)

Guidance literature:

Fmoc-Ser(tBu)-OH; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 6h;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide;

Fmoc-Lys(tert-butoxycarbonyl); Fmoc-Thr-OH; Fmoc-Lys-OH; 1-hexadecylcarboxylic acid; Further stages;

Reference yield:

→ palmitoyl-lysine-threonine-threonine-lysine-serine (214047-00-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 24 - 32 ℃; for 5h;

With piperidine; In N,N-dimethyl-formamide; for 0.25h; Further stages;

upstream raw materials:

Fmoc-Ser(tBu)-OH

Fmoc-Lys(tert-butoxycarbonyl)

Fmoc-Thr-OH

Fmoc-Lys-OH

Refernces

• 1、 -. "A cosmetic composition for improving skin condition comprising functional lipopeptides". Paragraph 0044; 0066-0074. . Retrieved 2021/01/12.