(S)-Methyl 6-amino-2-((tert-butoxycarbonyl)amino)hexanoate - 55757-60-3

(S)-Methyl 6-amino-2-((tert-butoxycarbonyl)amino)hexanoate

Catalog Number: EVT-251512
CAS Number: 55757-60-3
Molecular Formula: C11H10N2O6
Molecular Weight: 260,33*60,05 g/mole
The product is for non-human research only. Not for therapeutic or veterinary use.
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Product Introduction

Description
(S)-Methyl 6-amino-2-((tert-butoxycarbonyl)amino)hexanoate, also known as Boc-Lys-OH, is a chemical compound that belongs to the class of amino acid derivatives. It is commonly used in medical, environmental, and industrial research due to its unique properties and potential applications.
Applications in Various Fields
(S)-Methyl 6-amino-2-((tert-butoxycarbonyl)amino)hexanoate has various applications in medical, environmental, and industrial research. In medical research, it is used as a building block for peptide synthesis and drug development. It has been investigated for its potential use in cancer therapy, antimicrobial agents, and anti-inflammatory drugs. In environmental research, (S)-Methyl 6-amino-2-((tert-butoxycarbonyl)amino)hexanoate can be used to study the effects of pollutants on ecosystems and to develop sustainable pollution management strategies. In industrial research, it can be used to improve product quality and efficiency and to ensure health and safety considerations.

Properties

CAS Number

55757-60-3

Product Name

(S)-Methyl 6-amino-2-((tert-butoxycarbonyl)amino)hexanoate

IUPAC Name

methyl (2S)-6-amino-2-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoate

Molecular Formula

C11H10N2O6

Molecular Weight

260,33*60,05 g/mole

InChI

InChI=1S/C12H24N2O4/c1-12(2,3)18-11(16)14-9(10(15)17-4)7-5-6-8-13/h9H,5-8,13H2,1-4H3,(H,14,16)/t9-/m0/s1

InChI Key

JKHVDAUOODACDU-UHFFFAOYSA-N

SMILES

CC(C)(C)OC(=O)NC(CCCCN)C(=O)OC

Synonyms

55750-62-4;N-Succinimidyl3-maleimidopropionate;2,5-Dioxopyrrolidin-1-yl3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)propanoate;3-(Maleimido)propionicacidN-hydroxysuccinimideester;BMPS;N-(3-Maleimidopropionyloxy)succinimide;(2,5-dioxopyrrolidin-1-yl)3-(2,5-dioxopyrrol-1-yl)propanoate;3-MaleimidopropionicAcidN-SuccinimidylEster;3-MaleimidopropionicacidN-hydroxysuccinimideester;2,5-dioxopyrrolidin-1-yl3-(2,5-dioxopyrrol-1-yl)propanoate;N-Maleoyl-beta-alanineN-hydroxysuccinimideester;N-Maleoyl-beta-alanineN'-hydroxysuccinimideester;3-maleimidopropionicacidn-hydroxysuccinimide-ester;AC1NEOFI;PubChem19903;SCHEMBL157545;3-MaleimidopropionicacidNHS;358657_ALDRICH;succinimido3-maleimidopropanoate;3-Maleimido-propionicNHSester;63179_FLUKA;358657_SIGMA;JKHVDAUOODACDU-UHFFFAOYSA-N;MolPort-003-848-459;C11H10N2O6

Canonical SMILES

C1CC(=O)N(C1=O)OC(=O)CCN2C(=O)C=CC2=O
Method of Synthesis or Extraction
(S)-Methyl 6-amino-2-((tert-butoxycarbonyl)amino)hexanoate can be synthesized using various methods, including solid-phase peptide synthesis, solution-phase peptide synthesis, and enzymatic synthesis. Solid-phase peptide synthesis is the most commonly used method, which involves the stepwise addition of amino acids to a solid support. The efficiency and yield of each method depend on the starting materials, reaction conditions, and purification methods used. Solid-phase peptide synthesis has been reported to yield up to 95% of the desired product, while solution-phase peptide synthesis has a lower yield of around 50%. Enzymatic synthesis has also been reported to yield high purity and yield of (S)-Methyl 6-amino-2-((tert-butoxycarbonyl)amino)hexanoate. Environmental and safety considerations should be taken into account during the synthesis process, such as the use of hazardous chemicals and waste disposal.
Chemical Structure and Biological Activity
(S)-Methyl 6-amino-2-((tert-butoxycarbonyl)amino)hexanoate has a chemical formula of C14H28N2O5 and a molecular weight of 308.39 g/mol. It has a white crystalline appearance and is soluble in water and organic solvents. (S)-Methyl 6-amino-2-((tert-butoxycarbonyl)amino)hexanoate is a derivative of lysine, an essential amino acid that plays a crucial role in protein synthesis and metabolism. (S)-Methyl 6-amino-2-((tert-butoxycarbonyl)amino)hexanoate has been reported to exhibit various biological activities, including antimicrobial, antitumor, and anti-inflammatory properties. It acts as a substrate for enzymes such as trypsin and chymotrypsin and can be used as a building block for peptide synthesis.
Biological Effects
(S)-Methyl 6-amino-2-((tert-butoxycarbonyl)amino)hexanoate has been shown to affect cell function and signal transduction pathways. It can modulate the activity of enzymes and receptors involved in various biological processes, such as cell proliferation, differentiation, and apoptosis. (S)-Methyl 6-amino-2-((tert-butoxycarbonyl)amino)hexanoate has been investigated for its potential therapeutic and toxic effects. It has been reported to have antitumor activity against various cancer cell lines and to inhibit the growth of bacteria and fungi. However, it can also exhibit toxic effects at high concentrations, such as cytotoxicity and genotoxicity.
Future Perspectives and Challenges
Despite the potential applications of (S)-Methyl 6-amino-2-((tert-butoxycarbonyl)amino)hexanoate, there are still limitations in its use and study. The synthesis process can be time-consuming and expensive, and the purity and yield of the product can vary depending on the method used. The biological effects and mechanisms of action of (S)-Methyl 6-amino-2-((tert-butoxycarbonyl)amino)hexanoate are not fully understood, and further research is needed to elucidate its potential therapeutic and toxic effects. Possible solutions and improvements include the development of more efficient and cost-effective synthesis methods and the use of advanced analytical techniques to study its biological effects. Future trends and prospects in the application of (S)-Methyl 6-amino-2-((tert-butoxycarbonyl)amino)hexanoate in scientific research include the development of novel drugs and therapies and the exploration of its potential use in environmental and industrial applications.
Conclusion:
In conclusion, (S)-Methyl 6-amino-2-((tert-butoxycarbonyl)amino)hexanoate is a versatile chemical compound with potential applications in medical, environmental, and industrial research. The method of synthesis or extraction, chemical structure and biological activity, biological effects, applications, future perspectives, and challenges of (S)-Methyl 6-amino-2-((tert-butoxycarbonyl)amino)hexanoate have been discussed in this paper. Further research is needed to fully understand its potential applications and to overcome the limitations and challenges in its use and study.

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