N-Formyl-L-aspartic acid
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N-Formyl-L-aspartic acid

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Category
L-Amino Acids
Catalog number
BAT-015030
CAS number
19427-28-2
Molecular Formula
C5H7NO5
Molecular Weight
161.11
N-Formyl-L-aspartic acid
IUPAC Name
(2S)-2-formamidobutanedioic acid
Synonyms
For-Asp-OH; (S)-2-Formamidosuccinic acid; N-Formyl-L-aspartate; L-Aspartic acid, N-formyl-; N-Formylaspartate
Purity
95%
Density
1.508±0.06 g/cm3 (Predicted)
Melting Point
127.5-128°C
Boiling Point
430.2±35.0°C (Predicted)
Storage
Store at 2-8°C
InChI
InChI=1S/C5H7NO5/c7-2-6-3(5(10)11)1-4(8)9/h2-3H,1H2,(H,6,7)(H,8,9)(H,10,11)/t3-/m0/s1
InChI Key
MQUUQXIFCBBFDP-VKHMYHEASA-N
Canonical SMILES
C(C(C(=O)O)NC=O)C(=O)O

N-Formyl-L-aspartic acid, a derivative of L-aspartic acid adorned with a formyl group, finds diverse applications in bioscience.

Pharmaceutical Development: Serving as a pivotal intermediate in pharmaceutical synthesis, N-Formyl-L-aspartic acid plays a crucial role in crafting various drugs, particularly those targeting metabolic and neurological disorders. Researchers harness its chemical properties to formulate more potent and precisely targeted therapeutic agents, pushing the boundaries of pharmacological innovation.

Biochemical Research: In the realm of biochemical exploration, N-Formyl-L-aspartic acid serves as a valuable tool for investigating enzyme-substrate interactions. Acting as both a substrate and inhibitor in assays aimed at unraveling enzyme kinetics and mechanisms, it aids in deciphering the functional intricacies of specific enzymes and pathways within cellular processes, shedding light on the molecular choreography of life.

Peptide Synthesis: As a foundational component in peptide and protein synthesis, N-Formyl-L-aspartic acid’s formyl group provides essential protection during peptide bond formation, a critical process in solid-phase peptide synthesis. Exploiting this attribute, researchers create bespoke peptides for both research purposes and therapeutic endeavors, leveraging the molecule’s unique properties to sculpt customized molecular structures with precision and finesse.

Biotechnology: In the domain of biotechnological innovation, N-Formyl-L-aspartic acid emerges as a versatile building block for designing biosensors and bioassays. Its distinctive chemical structure enables specific binding interactions, rendering it invaluable for detecting and quantifying biochemical changes. This application fuels advancements in diagnostic technologies and high-throughput screening methodologies, enhancing our ability to probe and manipulate the molecular landscape with sophistication and efficacy.

1.Accelerating full thickness wound healing using Collagen Sponge of Mrigal Fish (Cirrhinus cirrhosus) scale Origin.
Pal P1, Srivas PK1, Dadhich P1, Das B1, Maity PP1, Moulik D2, Dhara S3. Int J Biol Macromol. 2016 Apr 13. pii: S0141-8130(16)30340-3. doi: 10.1016/j.ijbiomac.2016.04.032. [Epub ahead of print]
The potentiality of collagen sponge as a skin substitute, derived from mrigal (Cirrhinus cirrhosus) scale has been explored in this study. Acid soluble collagen (ASC) and pepsin soluble collagen (PSC) from the scale of mrigal were isolated and characterized. The yields of ASC and PSC were ∼3% and ∼7% based on the dry weight of scale while the hydroxyproline content was ∼90mg/g. Scanning electron microscope revealed progressive demineralization with EDTA on time dependent scale. Further, the D-Spacing in fibril bundles were calculated to be ∼67nm. Fourier transform infrared and circular dichroism spectra confirmed extracted protein to be collagen I, where both ASC and PSC comprised of two different α-chains (α1 and α2). The denaturation temperature (Td) of the collagen solution was 35°C closer to Td of mammalian collagen. In vitro cell culture studies on the extracted collagen sponge showed efficient cell growth and proliferation. Additionally, co-culture with fibroblast and keratinocyte cells showed development of stratified epidermal layer in vitro.
2.Multivalent hyaluronic acid bioconjugates improve sFlt-1 activity in vitro.
Altiok EI1, Santiago-Ortiz JL2, Svedlund FL3, Zbinden A1, Jha AK1, Bhatnagar D1, Loskill P4, Jackson WM1, Schaffer DV5, Healy KE6. Biomaterials. 2016 Mar 12;93:95-105. doi: 10.1016/j.biomaterials.2016.03.017. [Epub ahead of print]
Anti-VEGF drugs that are used in conjunction with laser ablation to treat patients with diabetic retinopathy suffer from short half-lives in the vitreous of the eye resulting in the need for frequent intravitreal injections. To improve the intravitreal half-life of anti-VEGF drugs, such as the VEGF decoy receptor sFlt-1, we developed multivalent bioconjugates of sFlt-1 grafted to linear hyaluronic acid (HyA) chains termed mvsFlt. Using size exclusion chromatography with multiangle light scattering (SEC-MALS), SDS-PAGE, and dynamic light scattering (DLS), we characterized the mvsFlt with a focus on the molecular weight contribution of protein and HyA components to the overall bioconjugate size. We found that mvsFlt activity was independent of HyA conjugation using a sandwich ELISA and in vitro angiogenesis assays including cell survival, migration and tube formation. Using an in vitro model of the vitreous with crosslinked HyA gels, we demonstrated that larger mvsFlt bioconjugates showed slowed release and mobility in these hydrogels compared to low molecular weight mvsFlt and unconjugated sFlt-1.
3.Enhanced coagulation-photocatalytic treatment of Acid red 73 dye and real textile wastewater using UVA/synthesized MgO nanoparticles.
Jorfi S1, Barzegar G2, Ahmadi M3, Darvishi Cheshmeh Soltani R4, Alah Jafarzadeh Haghighifard N5, Takdastan A6, Saeedi R7, Abtahi M8. J Environ Manage. 2016 Apr 14;177:111-118. doi: 10.1016/j.jenvman.2016.04.005. [Epub ahead of print]
Sequencing coagulation - photocatalytic degradation using UVA/MgO nanoparticles process was investigated for Acid red 73dye removal and then treatment of a real textile wastewater. Effective operational parameters including pH and coagulant and photocatalyst dosage were studied in synthetic wastewater and then the process was applied for real wastewater. Both coagulation and photocatalytic processes were pH dependent. At coagulant dosage of 200 mg/L and initial pH of 6, the dye concentration decreased from 200 to 31 mg/L. Complete removal of AR73 was observed with MgO nanoparticles of 0.8 g/L, initial pH of 5 and reaction time of 60 min. Langmuir-Hinshelwood model was well fitted with removal results (R2: 0.939-0.988 for different initial dye concentration). In the case of real textile wastewater, the sequence coagulation-UVA/MgO nanoparticles photocatalytic degradation yielded considerable total COD and TOC removal 98.3% and 86.9%respectively, after 300 min.
4.Antihyperlipidemic and Antioxidant Activities of Edible Tunisian Ficus carica L. Fruits in High Fat Diet-Induced Hyperlipidemic Rats.
Belguith-Hadriche O1,2, Ammar S3,4, Contreras MD4, Turki M5, Segura-Carretero A4, El Feki A6, Makni-Ayedi F5, Bouaziz M7. Plant Foods Hum Nutr. 2016 Apr 16. [Epub ahead of print]
The phenolic constituents of the aqueous-ethanolic extract of Tunisian Ficus carica (F. carica) fruit (FE) and its antihyperlipidemic and antioxidant activities in high-fat diet-induced hyperlipidemic rats (HFD) were evaluated. The obtained results demonstrated that the FE improved the lipid profile by decreasing the total cholesterol, triglyceride, low-density lipoprotein cholesterol and increasing high-density lipoprotein cholesterol levels. It also reduced the content of thiobarbituric acid-reactive substances and increased the antioxidant enzymes in liver, heart and kidney in HFD-fed rats. These antihyperlipidemic effects and in vivo antioxidative effects correlated with the in vitro phenolic content scavenging ability. Thus, the major phenolic compounds were identified using reversed-phase ultra-high-performance liquid chromatography (RP-UHPLC) coupled with two detection systems: diode-array detection (DAD) and quadrupole time-of-flight (QTOF) mass spectrometry (MS).
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