4-Hydroxy-l-lysine

Base Information

• Chemical Name: 4-Hydroxy-l-lysine
• CAS No.: 15574-69-3
• Molecular Formula: C6H14N2O3
• Molecular Weight: 162.189
• DSSTox Substance ID: DTXSID70595110
• Nikkaji Number: J1.019.078I
• Wikidata: Q27109295
• Mol file: 15574-69-3.mol

Synonyms:4-hydroxy-l-lysine;15574-69-3;(2S)-2,6-diamino-4-hydroxyhexanoic acid;erythro-4-hydroxy-l-lysine;SCHEMBL358464;CHEBI:20391;DTXSID70595110;ASYBZHICIMVQII-AKGZTFGVSA-N;Q27109295

Chemical Property of 4-Hydroxy-l-lysine

Chemical Property:

• XLogP3: -4.2
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 162.10044231
• Heavy Atom Count: 11
• Complexity: 129

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CN)C(CC(C(=O)O)N)O
• Isomeric SMILES: C(CN)C(C[C@@H](C(=O)O)N)O
• Use Description: L-Lysine, 4-hydroxy-, also known as hydroxylysine, has various applications in different fields. In the field of biology and biochemistry, it is a crucial component of collagen, an essential protein that provides structural support to skin, bones, tendons, and connective tissues. Hydroxylysine plays a pivotal role in collagen's stability and strength by forming cross-links within collagen fibers, contributing to tissue integrity. In the realm of nutrition and dietary supplements, L-Lysine, 4-hydroxy-, is sometimes used as a supplement to support collagen production, wound healing, and overall skin health. Additionally, in the cosmetics and skincare industry, it may be incorporated into topical products, such as creams and serums, for its potential to promote skin elasticity and reduce the signs of aging. Its importance spans biology, nutrition, and cosmetics, showcasing its multifaceted role in these diverse fields, primarily in promoting healthy skin and connective tissues.

Technology Process of 4-Hydroxy-l-lysine

There total 6 articles about 4-Hydroxy-l-lysine 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:

L-Lysine hydrochloride (657-27-2,10098-89-2,26124-78-7) → (2S)-4-hydroxylysine (15574-69-3) + 4-chloro-L-lysine

Guidance literature:

With diammonium iron(II) sulfate hexahydrate; oxygen; BesD from S_. lavanduligriseus T₂₂₁A mutant; α-ketoglutaric acid sodium salt; sodium L-ascorbate; sodium chloride; In aq. buffer; at 20 ℃; for 0.333333h; pH=7.5; Reagent/catalyst; Enzymatic reaction;

Reference yield:

L-lysine (56-87-1,3506-25-0) → (2S)-4-hydroxylysine (15574-69-3)

Guidance literature:

With α-ketoglutaric acid; ascorbic acid; at 30 ℃; for 3h; pH=7; Reagent/catalyst;

Reference yield:

4-chloro-L-lysine → (2S)-4-hydroxylysine (15574-69-3)

Guidance literature:

With silver(I) acetate;

DOI:10.1021/ja01063a045

upstream raw materials:

L-lysine

L-Lysine hydrochloride

Refernces

• 1、 Chang, Wei-Chen,Guo, Yisong,Makris, Thomas M.,Manley, Olivia M.,Tang, Haoyu,Xue, Shan. "BesC Initiates C–C Cleavage through a Substrate-Triggered and Reactive Diferric-Peroxo Intermediate". supporting information. p. 21416 - 21424. Retrieved 2021/12/27.
• 2、 Morin, Eedicte,Bubb, William A.,Davies, Michael J.,Dean, Roger T.,Fu, Shanlin. "3-Hydroxylysine, a potential marker for studying radical-induced protein oxidation". . p. 1265 - 1273. Retrieved 2007/10/03.