25609-85-2

Basic information

• Product Name: POLY-L-VALINE
• Synonyms: POLY-L-VALINE;polyvaline
• CAS NO: 25609-85-2
• Molecular Formula: C5H11NO2
• Molecular Weight: 117.14634
• Mol File: 25609-85-2.mol
• Article Data: 498

Chemical Properties

• Appearance: /
• CAS DataBase Reference: POLY-L-VALINE(CAS DataBase Reference)
• NIST Chemistry Reference: POLY-L-VALINE(25609-85-2)
• EPA Substance Registry System: POLY-L-VALINE(25609-85-2)

Safety Data

• Hazardous Substances Data: 25609-85-2(Hazardous Substances Data)

Usage

General Description

Poly-L-valine is a biodegradable, biocompatible, and biodegradable polymer composed of repeating units of the amino acid L-valine. It is a highly versatile material with a wide range of applications in pharmaceuticals, food, and medical devices. In the pharmaceutical industry, poly-L-valine is used as a carrier for drug delivery systems, while in the food industry, it is used as a coating or encapsulating agent. Its biocompatibility makes it suitable for use in medical devices such as sutures, wound dressings, and tissue engineering scaffolds. Additionally, poly-L-valine is being investigated for its potential use in controlled release drug delivery systems and as a biomaterial for tissue engineering due to its favorable properties such as high mechanical strength, good flexibility, and biodegradability.

Upstream product

• 921-08-4 2-chloro-3-methylbutanoic acid 
• 18289-63-9 3-methyl-2-nitro-2-butenoate 
• 1197040-29-1 phenyl isocyanate 
• 16935-34-5 5-isopropyl-imidazolidine-2,4-dione 
• 685825-08-5 valine 
• 4289-97-8 N-formylvaline 
• 2901-80-6 N-benzoyl-D,L-valine 
• 127556-16-5 (S)-2-Amino-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-methyl-butan-1-one; hydrochloride 
• 60930-32-7 N-benzylidene-α-valine ethylester 
• 72-18-4 L-valine 
• 1522-46-9 ethyl 2-isopropylacetoacetate 
• 495-69-2 Hippuric Acid 
• 67-64-1 acetone 
• 64724-68-1 diethyl 2-N-acetylamino-2-isopropylmalonate 

Downstream Products

• 5625-50-3 cyclo-(Leu-Val) 
• 876858-57-0 N-(2-chloro-hexanoyl)-valine 
• 100483-40-7 N-[(2,4,5-trichloro-phenoxy)-acetyl]-DL-valine 
• 121449-39-6 N-(N-benzoyl-glycyl)-valine 
• 2752-50-3 N-phenylacetylvaline 
• 19943-14-7 3,6-diisopropyl-piperazine-2,5-dione 
• 56805-20-0 5-isopropyl-2-thiohydantoin 
• 17623-72-2 2-methyl-4-iso-propyl-4H-oxazolin-5-one 
• 10547-33-8 N-(2,4-dinitrophenyl)-D,L-valine 
• 91417-79-7 1-Cyanomethyl-2-iminopyrrolidine 
• 15984-93-7 valine, N-trimethylsilyl-, trimethylsilyl ester 
• 85313-51-5 t-Bumeoc-Val-OH*DCHA 

Relevant articles and documents

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A new prenylated indole diketopiperazine alkaloid from Eurotium cristatum

A new prenylated indole diketopiperazine alkaloid, cristatumin F (1), and four known metabolites, echinulin (2), dehydroechinulin (3), neoechinulin A (4) and variecolorin O ( 5), were isolated from the crude extract of the fungus Eurotium cristatum. The structure of 1 was elucidated primarily by NMR and MS methods. The absolute configuration of 1 was assigned using Marfey's method applied to its acid hydrolyzate. Cristatumin F (1) showed modest radical scavenging activity against DPPH radicals, and exhibited marginal attenuation of 3T3L1 pre-adipocytes.

Homogeneous palladium-catalyzed enantioselective hydrogenation of 5-methylenhydantoin for the synthesis of L-Valine

In this article, we present the development of a synthetic methodology based on homogeneous catalysis for the preparation of enantioenriched L-Valine aminoacid. The enantioselective hydrogenation of 5-methylenhydantoin has been developed through broad screenings of chiral ligands, metal precursors and reaction conditions including scale-up experiments and recyclability studies. A palladium catalyzed asymmetric hydrogenation of 5-methylenhydantoin afforded the corresponding hydrogenated product in a 70% enantiomeric excess using a substrate/catalyst ratio of 500/1. A partial racemization was observed upon hydrolysis and recovery of L-Valine.

Thalassospiramide G, a new γ-amino-acid-bearing peptide from the marine bacterium Thalassospira sp

In the chemical investigation of marine unicellular bacteria, a new peptide, thalassospiramide G (1), along with thalassospiramides A and D (2-3), was discovered from a large culture of Thalassospira sp. The structure of thalassospiramide G, bearing γ-amino acids, such as 4-amino-5-hydroxy- penta-2-enoic acid (AHPEA), 4-amino-3,5-dihydroxy-pentanoic acid (ADPA), and unique 2-amino-1-(1H-indol-3-yl) ethanone (AIEN), was determined via extensive spectroscopic analysis. The absolute configuration of thalassospiramide D (3), including 4-amino-3-hydroxy-5-phenylpentanoic acid (AHPPA), was rigorously determined by 1H-1H coupling constant analysis and chemical derivatization. Thalassospiramides A and D (2-3) inhibited nitric oxide (NO) production in lipopolysaccharide (LPS)-stimulated mouse macrophage RAW 264.7 cells, with IC50 values of 16.4 and 4.8 μM, respectively.

Amino acid N-carboxyanhydrides: Activated peptide monomers behaving as phosphate-activating agents in aqueous solution

The hydrolysis of valine N-carboxyanhydride (NCA) in aqueous phosphate buffers was shown to proceed through nucleophilic catalysis via an aminoacyl phosphate intermediate that displays phosphorylating capabilities through a potentially prebiotic process that simulates modern biochemical metabolic pathways. Copyright

Izenamides A and B, Statine-Containing Depsipeptides, and an Analogue from a Marine Cyanobacterium

Izenamides A, B, and C (1-3), new linear depsipeptides, were isolated from a taxonomically distinct marine cyanobacterium. Izenamides A and B contain a statine moiety [(3S,4S)-4-amino-3-hydroxy-6-methylheptanoic acid] and inhibited the activity of cathepsin D, an aspartic peptidase. Meanwhile, izenamides did not show growth-inhibitory activity against HeLa, HL60, or MCF-7 cells at up to 10 μM.

Kakeromamide A, a new cyclic pentapeptide inducing astrocyte differentiation isolated from the marine cyanobacterium Moorea bouillonii

Kakeromamide A (1), a new cyclic pentapeptide encompassing a thiazole ring moiety and a β-amino acid, was isolated from the marine cyanobacterium Moorea bouillonii. Its structure was elucidated by the spectral analysis and the modified Marfey's method. Compound 1 induced differentiation of neural stem cells into astrocytes at the concentration of 10 μM.

The occurrence of delta-hydroxylysine in extracts of the Japanese millipede (Scolopendra subspinipes Leach). Paper chromatographic separation of free amino acids and isolation of delta-hydroxylysine.

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Caspase-1 and -3 inhibiting drimane sesquiterpenoids from the extremophilic fungus Penicillium solitum

Two new drimane sesquiterpene lactones and one new tricarboxylic acid derivative were isolated from the Berkeley Pit extremophilic fungus Penicillium solitum. The structures of these compounds were deduced by spectroscopic analysis. Berkedrimanes A and B inhibited the signal transduction enzymes caspase-1 and caspase-3 and mitigated the production of interleukin 1-β in the induced THP-1 (pro-monocytic leukemia cell line) assay.

Retention of configuration at C-3 of (2S,3S)-[4-13C]valine in the biosynthesis of δ-(L-α-aminoadipyl)-L-cysteinyl-D-valine, the acyclic precursor of the penicillins

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Polyketides, diketopiperazines and an isochromanone from the marine-derived fungal strain Fusarium graminearum FM1010 from Hawaii

The fungal strain Fusarium graminearum FM1010 was isolated from a shallow-water volcanic rock known as “live rock” at the Carl Smith Beach, Hilo, Hawaii. Eleven specialised metabolites, including two undescribed diketopiperazines, three undescribed polyketides, and one undescribed isochromanone, along with five known fusarielin derivatives were obtained from F. graminearum FM1010. The structures of the six undescribed compounds were elucidated by extensive analysis of NMR spectroscopy, HRESIMS, chemical reactions, and electronic circular dichroism (ECD) data. Kaneoheoic acids G-I showed mild inhibitory activity against S. aureus with the MIC values in the range of 20–40 μg/mL when assayed in combination with chloramphenicol (half of the MIC, 1 μg/mL), an FDA approved antibiotic. Kaneoheoic acid I exhibited both anti-proliferative activity against ovarian cancer cell line A2780 and TNF-α induced NF-κB inhibitory activity with the IC50 values of 18.52 and 15.86 μM, respectively.

Enhanced carboxypeptidase efficacies and differentiation of peptide epimers

Carboxypeptidases enzymatically cleave the peptide bond of C-terminal amino acids. In humans, it is involved in enzymatic synthesis and maturation of proteins and peptides. Carboxypeptidases A and Y have difficulty hydrolyzing the peptide bond of dipeptides and some other amino acid sequences. Early investigations into different N-blocking groups concluded that larger moieties increased substrate susceptibility to peptide bond hydrolysis with carboxypeptidases. This study conclusively demonstrates that 6-aminoquinoline-N-hydroxysuccimidyl carbamate (AQC) as an N-blocking group greatly enhances substrate hydrolysis with carboxypeptidase. AQC addition to the N-terminus of amino acids and peptides also improves chromatographic peak shapes and sensitivities via mass spectrometry detection. These enzymes have been used for amino acid sequence determination prior to the advent of modern proteomics. However, most modern proteomic methods assume that all peptides are comprised of L-amino acids and therefore cannot distinguish L-from D-amino acids within the peptide sequence. The majority of existing methods that allow for chiral differentiation either require synthetic standards or incur racemization in the process. This study highlights the resistance of D-amino acids within peptides to enzymatic hydrolysis by Carboxypeptidase Y. This stereoselectivity may be advantageous when screening for low abundance peptide stereoisomers.

Cyclic Tetrapeptides with Synergistic Antifungal Activity from the Fungus Aspergillus westerdijkiae Using LC-MS/MS-Based Molecular Networking

Fungal natural products play a prominent role in the development of pharmaceuticalagents. Two new cyclic tetrapeptides (CTPs), westertide A (1) and B (2), with eight known compounds (3-10) were isolated from the fungus Aspergillus westerdijkiae guided by