6 aminocaproic acid

Manufactured by Merck Group

Sourced in United States, Sao Tome and Principe

6-aminocaproic acid is a chemical compound used as a laboratory reagent. It is a colorless, crystalline solid with the molecular formula C6H13NO2. The primary function of 6-aminocaproic acid is to act as a chemical intermediate in various organic synthesis reactions.

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29 protocols using 6 aminocaproic acid

Cell Viability and Degradation in Fibrin Hydrogels

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To analyze cell viability in the HS fibrin gels, passage 3–5 AFC were dissociated and resuspended in EGM-2 (Lonza) at 4x10⁵ cells/mL. 75 uL HS (250 mM NaCl) and PS (145 mM NaCl) fibrin gels were fabricated using the 4X AFC suspension as drops in wells of a 6-well tissue culture-treated plate (three gels per well). After gelation, 2 mL of EGM-2 was added to each well and the gels were incubated at 37°C and 5% CO₂. After 1, 24, and 96 hours, EGM-2 was aspirated and cells were stained using the fluorescent LIVE/DEAD Viability/Cytotoxicity Kit (Invitrogen) according to kit instructions. Three images were captured from each gel using a Zeiss Observer.Z1 and long-distance objective (LD Plan-NEOFLUAR 20X/0,4 Ph2) and were used to count living and dead cells.
To analyze the cell-mediated degradation kinetics of HS and PS fibrin formulations, gels were fabricated with a final concentration of 1x10⁵ AFC/mL (P3-5) and incubated in EGM-2 +/- 1 mg/mL of the plasmin inhibitor 6-aminocaproic acid (Sigma, A2504) at 37°C and 5% CO₂. After 0, 7, and 14 days, gels were imaged using phase contrast (Zeiss ObserverZ.1) and wet weights were recorded.

Jarrell D.K., Vanderslice E.J., Lennon M.L., Lyons A.C., VeDepo M.C, & Jacot J.G. (2021). Increasing salinity of fibrinogen solvent generates stable fibrin hydrogels for cell delivery or tissue engineering. PLoS ONE, 16(5), e0239242.

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Quantitative Proteomic Sample Preparation

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N-Ethylmaleimide, 6-aminocaproic acid, benzamidine hydrochloride hydrate, dithiothreitol (DTT), iodoacetamide, ammonium bicarbonate (AMBIC), formic acid, and HPLC grade acetonitrile and Solvents A (0.1% formic acid) and B (0.1% formic acid in acetonitrile) for liquid chromatography-mass spectrometry (LC-MS) were from Sigma–Aldrich (St. Louis MO, USA). Guanidine hydrochloride (GdnHCl) and anhydrous sodium acetate (NaAc) were from Merck (Darmstadt, Germany). Trypsin Gold (MS grade) was purchased from Promega (Madison WI, USA). The Pierce Quantitative Colorimetric Peptide Assay and SOLAμ™ Solid Phase Extraction (SPE) HRP (horse radish peroxidase) 2mg/1 ml 96-well plates were from Thermo Fisher Scientific (Rockford IL, USA), and Nanosep® 30K Omega Centrifugal Devices were from Pall Life Sciences (Ann Arbor MI, USA).

Folkesson E., Turkiewicz A., Ali N., Rydén M., Hughes H.V., Tjörnstrand J., Önnerfjord P, & Englund M. (2020). Proteomic comparison of osteoarthritic and reference human menisci using data-independent acquisition mass spectrometry. Osteoarthritis and Cartilage, 28(8), 1092-1101.

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Simulated Gastrointestinal Fluid Preparation

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6-Aminocaproic acid, 11-aminoundecanoic acid, NaOH, hydrochloric acid (ACS reagent, 37%), NaCl, tetramethylethylenediamine, ammonium persulfate, polycaprolactone (PCL, average Mn 80,000) and KH2PO4 were used as received from Sigma-Aldrich Company (St. Louis, MO). Acryloyl chloride was purchaded from Sigma and vacuum distilled before using. Nanopure water (18 MΩ•cm) was acquired by means of a Milli-Q water filtration system, Millipore Corp. (St. Charles, MO). 1L of simulated gastric fluid (SGF, pH ~ 1.2) was made by dissolving 2 g NaCl and 8.3 mL concentrated HCl in water and adjusting to 1000 mL with water. 1L of simulated intestinal fluid (SGF, pH ~ 6.8) was made by dissolving 6.8 g KH2PO4 and 0.896 g NaOH in water and adjusting to 1000 mL with water.

Zhang S., Bellinger A.M., Glettig D.L., Barman R., Lee Y.A., Zhu J., Cleveland C., Montgomery V.A., Gu L., Nash L.D., Maitland D.J., Langer R, & Traverso G. (2015). pH-responsive supramolecular polymer gel as an enteric elastomer for use in gastric devices. Nature materials, 14(10), 1065-1071.

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Synthesis and Characterization of Novel Reagents

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Acryloyl chloride (CAS 814686), glycine (CAS 56-40-6), 4-aminobutanoic acid (CAS 56-12-2), 6-aminocaproic acid (CAS 60-32-2), 8-aminooctanoic acid (CAS 1002-57-9), 11-aminoundecanoic acid (CAS 2432-99-7), B7 (CAS 4687949), B8 (CAS 15625895), E1 (CAS 109-76-2), FITC-BSA, saporin from Salvia officinalis seeds, FITC-IgG from human serum, and Cas9-NLS were purchased from Sigma-Aldrich (St. Louis, MO). S4 (CAS 133251005) was purchased from Alfa Aesar (Tewksbury, MA).

Rui Y., Wilson D.R., Choi J., Varanasi M., Sanders K., Karlsson J., Lim M, & Green J.J. (2019). Carboxylated branched poly(β-amino ester) nanoparticles enable robust cytosolic protein delivery and CRISPR-Cas9 gene editing. Science Advances, 5(12), eaay3255.

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Optimization of LC-MS Analysis for Amino Acid Isomers

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Optima LC-MS grade water and ammonium acetate were purchased from Fisher Scientific (Fair Lawn, NJ, USA). 6-aminocaproic acid, L-norleucine, D-leucine, L-isoleucine, L-allo-isoleucine, N,N-dimethylglycine ethyl ester, and L-leucine were purchased from Sigma-Aldrich (St. Louis, MO, USA). D-tert-leucine, D-allo-isoleucine, L-tert-leucine and D-isoleucine were purchased from Alfa Aesar (Ward Hill, MA, USA). Samples were prepared at an initial concentration of 1 mg/mL and were subsequently diluted in water buffered with 10 mM ammonium acetate (pH 6.5) to a final concentration of 10 μg/mL for analysis. No additional acid was needed to promote protonation. All isomers investigated in this work are summarized in Figure 2.

Dodds J.N., May J.C, & McLean J.A. (2016). Investigation of the Complete Suite of the Leucine and Isoleucine Isomers: Towards Prediction of Ion Mobility Separation Capabilities. Analytical chemistry, 89(1), 952-959.

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Synthesis of Functionalized Polymeric Materials

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Iron (III) chloride hexahydrate, Iron (II) chloride tetrahydrate, ammonium hydroxide, (3-Aminopropyl) triethoxysilane (APTES), and dimethyl sulfoxide (DMSO), isopropanol, ethylenediamine and ethanol, 1,4-butanediol diacrylate and 6-amino caproic acid were bought from Sigma-Aldrich Co. and used as received (99.99% purity).

Chacón-Torres J.C., Reinoso C., Navas-León D.G., Briceño S, & González G. (2020). Optimized and scalable synthesis of magnetic nanoparticles for RNA extraction in response to developing countries' needs in the detection and control of SARS-CoV-2. Scientific Reports, 10, 19004.

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Cell Culture Reagents and Assays

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Cell culture reagents were purchased from Gibco, USA; RPMI 1640 medium; catalogue number (A10491-01), Dulbecco’s Modified Eagle Medium; Catalogue number (31100–035) were obtained from GIBCO, UK. Phosphate buffered saline, trypsin, heat inactivated foetal bovine serum (HIFBS), penicillin/streptomycin (PS), fibrinogen, aprotinin, thrombin, suramin, aprotinin, 6-Aminocaproic acid, L-glutamine, thrombin and gentamicin were purchased from Sigma, Germany. MTT (3-(4,5-Dimethylthiazol-2-yl)- 2,5diphenyl tetrazolium bromide) was procured from Sigma-Aldrich, USA. Dimethyl sulfoxide (DMSO) was purchased from Fluka, USA.

Hassan L.E., Ahamed M.B., Majid A.S., Baharetha H.M., Muslim N.S., Nassar Z.D, & Majid A.M. (2014). Correlation of antiangiogenic, antioxidant and cytotoxic activities of some Sudanese medicinal plants with phenolic and flavonoid contents. BMC Complementary and Alternative Medicine, 14, 406.

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Donepezil Modulates Amyloid-Beta Aggregation

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Donepezil was donated DAEHWA pharmaceutical CO., LTD (Seoul, Korea). Aβ_1–42 was purchased from Anaspec (CA, USA). Spinosin was purchased from Sigma-Aldrich (MO, USA). The antiplasmin, anti-plasminogen, and anti-glycer-aldyhyde 3-phosphate dehydrogenase (GAPDH) antibodies were purchased from Snata Cruz Biotechnology (CA, USA). The 6-aminocaproic acid was purchased from Sigma-Aldrich. Plasmin assay kit was purchased from Abcam (Cambridge, UK).

Cai M., Jung I., Kwon H., Cho E., Jeon J., Yun J., Lee Y.C., Kim D.H, & Ryu J.H. (2019). Spinosin Attenuates Alzheimer’s Disease-Associated Synaptic Dysfunction via Regulation of Plasmin Activity. Biomolecules & Therapeutics, 28(2), 131-136.

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Simulated Gastrointestinal Fluid Preparation

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Tendon Tissue Engineering Using MSCs

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The tendon attachment frames were sterilised in 70% ethanol, washed in sterile PBS before being fixed into position within a six-well plate by dispensing 2.5 mL sterile 4% agarose around the outside of the frame (Figure 2(b)). MSCs were dissociated from the tissue culture plastic at passage 3 using trypsin and seeded at 1.25 × 10⁶ cells/mL in fibrin to create individual tissue-engineered tendons from 75 μL (20 mg/mL) fibrinogen, 25 μL (200 Unit) thrombin (both Sigma-Aldrich) and 230 μL media containing the cell suspension. The tissue-engineered tendons were cultured in the six-well plate for 14 days with media changes every 48 h with the addition of 1 mg/mL 6-aminocaproic acid (Sigma-Aldrich) to inhibit fibrin degradation during the contraction phase.^{44 (link)} After 14 days, the tendon attachment frames were moved from the six-well plate and placed into the bioreactor chamber using the adapter arms. Once in the bioreactor chamber, the spars were broken using sterile scissors. The tissue-engineered tendons were cultured in 3.5 mL of media with 800 μM of freshly prepared L-ascorbic acid (Sigma-Aldrich) with media changes every 48 h. Mechanical loading was applied as 5% strain (based on the initial 8 mm length of the tissue-engineered tendon) for 5 h a day at 0.5 Hz for five consecutive days per week over 21 days.

Janvier A.J., Canty-Laird E, & Henstock J.R. (2020). A universal multi-platform 3D printed bioreactor chamber for tendon tissue engineering. Journal of Tissue Engineering, 11, 2041731420942462.

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