Sodium cyanoborohydride

Manufactured by Merck Group

Sourced in United States, Germany, United Kingdom, France, Switzerland, China, Sao Tome and Principe, Canada, Sweden, Macao

Sodium cyanoborohydride is a reducing agent used in various laboratory applications. It is a white crystalline solid that reacts with carbonyl compounds to produce reduced products. The core function of sodium cyanoborohydride is to facilitate chemical reactions and transformations in controlled laboratory settings.

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Lab products found in correlation

Dimethyl sulfoxide (dmso), by Merck Group (15 mentions) Acetic acid, by Merck Group (12 mentions) Sodium hydroxide (naoh), by Merck Group (12 mentions) Sodium periodate, by Merck Group (11 mentions) Acetonitrile, by Merck Group (11 mentions) Sodium borohydride, by Merck Group (10 mentions) Glutaraldehyde, by Merck Group (9 mentions) Trifluoroacetic acid, by Merck Group (9 mentions) Formic acid, by Merck Group (9 mentions) Iodoacetamide, by Merck Group (8 mentions) Dithiothreitol (dtt), by Merck Group (8 mentions) Hydrochloric acid (hcl), by Merck Group (8 mentions) Dimethyl sulfoxide (dmso), by Thermo Fisher Scientific (8 mentions) Formaldehyde, by Merck Group (7 mentions) Sodium bicarbonate, by Merck Group (7 mentions) Sodium dodecyl sulfate (sds), by Merck Group (7 mentions) Sodium chloride (nacl), by Merck Group (7 mentions) Sodium acetate, by Merck Group (7 mentions) Acetonitrile, by Thermo Fisher Scientific (7 mentions) Triethylamine, by Merck Group (6 mentions)

Spelling variants of this product

Sodium cyanoborohydride (NaBH3CN) (12 citations) Sodium cyanoborohydride (NaCNBH3) (9 citations) Cyanoborohydride (2 citations)

157 protocols using sodium cyanoborohydride

Peptide Functionalization of Biological Scaffolds

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Purified lyophilized peptides were dissolved in PBS at starting concentration of 10⁻⁵ M (stock solution). A reducing agent, i.e. sodium cyanoborohydride (Merck Millipore), was added (2.19 mg of NaBH₃CN for 1 mg of peptide). The final solution was then diluted to produce the lower concentration (10⁻⁶ M). Circular punches of 0.5 cm diameter (Kai Medical Europe, Solingen, Germany) of DBPs and DAos were placed into a 96-well plate (Sarstedt, Nümbrecht, Germany) and functionalized with 100 μl of peptide solution for 24 h at room temperature. The chemical strategy employed is reported in Scheme 2.Scheme 2

The chemical strategy of peptide anchoring to the biological scaffolds.

Scheme 2

After functionalization, the samples were deeply washed in PBS: two times for 30 min at room temperature and one wash overnight at 4 °C, all under constant agitation. Samples were preserved in 3% (v/v) penicillin-streptomycin and 0.25% (v/v) Amphotericin B (Gibco) in PBS at 4 °C until use.

Dal Sasso E., Zamuner A., Filippi A., Romanato F., Palmosi T., Vedovelli L., Gregori D., Gómez Ribelles J.L., Russo T., Gloria A., Iop L., Gerosa G, & Dettin M. (2021). Covalent functionalization of decellularized tissues accelerates endothelialization. Bioactive Materials, 6(11), 3851-3864.

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Peptide Functionalization of Decellularized Blood Vessels

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Purified lyophilized peptides were dissolved in PBS at pH 6, at a starting concentration of 10⁻³ M. A reducing agent, i.e., sodium cyanoborohydride (Merck Millipore), was added (2.19 mg of NaBH₃CN for 1 mg of peptide). The final solution was also diluted to produce the lower concentrations of 10⁻⁴ M, both in the case of RhodREDV and REDV. Both 10⁻⁴ M and 10⁻³ M peptide solutions were sterilized with a syringe filter of 0.22 µm porosity.
DBPs samples were cut into 2 × 2 cm² squared specimens and fixed in custom-made sterile inserts with a culture area of 0.5 cm² under aseptic conditions. Sterilization was done as described above. Each sample was placed into a 24-well plate (Sarstedt, Nümbrecht, Germany) and functionalized with 100 µL of peptide solution for 24 h at room temperature. Samples were then washed 3 times with PBS under gentle agitation.

Cassari L., Todesco M., Zamuner A., Imran S.J., Casarin M., Sandrin D., Ródenas-Rochina J., Gomez Ribelles J.L., Romanato F., Bagno A., Gerosa G, & Dettin M. (2023). Covalently Grafted Peptides to Decellularized Pericardium: Modulation of Surface Density. International Journal of Molecular Sciences, 24(3), 2932.

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Synthesis of Alkylated Amines

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D-glucose, tetramethylenediamine, hexamethylenediamine, iodoethane, 1-iodopropane, 1-iodododecane were purchased from Sigma-Aldrich. Hexanal was obtained from Fluka. Octanal, decanal, dodecanal, sodium borohydride and sodium cyanoborohydride were purchased from Merck. Sodium hydroxide, potassium hydroxide, hydrochloric acid, acetic acid, methanol, 2-propanol, N,N-dimethylformamide and diethyl ether were obtained from Chempur. Nitromethane was purchased from POCH. All reagents and solvents were used as obtained without further purification.

Brycki B, & Szulc A. (2014). Gemini Alkyldeoxy-D-Glucitolammonium Salts as Modern Surfactants and Microbiocides: Synthesis, Antimicrobial and Surface Activity, Biodegradation. PLoS ONE, 9(1), e84936.

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Cellulase Cellusoft Enzymatic Assay

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The cellulase Cellusoft (EC 3.2.1.4) was kindly obtained from Novozymes A/S (Denmark), GA solution (25%), bovine serum albumin (BSA), CMC (carboxymethylcellulose), DNS (3,5-dinitrosalicylic acid, citrate buffer, and glucose standard were supplied by Sigma-Aldrich, Darmstadt, Germany). Ammonia solution (25%) was supplied by Chem-Lab (Belgium). Sodium cyanoborohydride (NaBH₃CN), trichloromethane, 1-propanol, acetonitryle, sodium dihydrogen phosphate (NaH₂PO₄), Coomassie brilliant blue, ortho-phosphoric acid (88% (v/v)), iron (II), chloride-4-hydrate (FeCl₂ × 4H₂O), iron (III) chloride-6-hydrate (FeCl₃ × 6H₂O), citric acid, and sodium chloride were purchased from Merck (Darmstadt, Germany). Methanol and acetone were supplied by Carlo Erba (Carnaredo, Italy). Ethanol was obtained from Kefo (Slovenia), glycerol was purchased from Kemika (Zagreb, Croatia), and 2-propanol, sodium silicate (Na₂SiO₃), and 3-aminopropyl-trimethoxysilan (APTMS) (97%) were obtained from Sigma-Aldrich (Darmstadt, Germany).

Ifko D., Vasić K., Knez Ž, & Leitgeb M. (2023). (Magnetic) Cross-Linked Enzyme Aggregates of Cellulase from T. reesei: A Stable and Efficient Biocatalyst. Molecules, 28(3), 1305.

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Heparan Sulfate Quantification Workflow

Cited 1 time

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2-Aminoacridone (AMAC) and sodium cyanoborohydride were obtained from Sigma-Aldrich (St. Louis, MO, USA). Four ¹³C-labeled 8-mer calibrants and one ¹³C-labeled 10-mer calibrant were synthesized by chemoenzymatic synthesis method (19 (link)). Recombinant heparan lyase I and II were expressed in Escherichia coli and purified by a Ni-agarose column. Diethylaminoethyl (DEAE) Sepharose Fast Flow resin was purchased from GE Healthcare (Chicago, IL, USA). All reagents and chemicals were HPLC grade or LC-MS grade.

Wang Z., Patel V.N., Song X., Xu Y., Kaminski A.M., Doan V.U., Su G., Liao Y., Mah D., Zhang F., Pagadala V., Wang C., Pedersen L.C., Wang L., Hoffman M.P., Gearing M, & Liu J. (2023). Increased 3-O-sulfated heparan sulfate in Alzheimer’s disease brain is associated with genetic risk gene HS3ST1. Science Advances, 9(21), eadf6232.

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Signaling Pathways in EMT Regulation

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2.1 Materials: Acrylamide, bis-Acrylamide, ammonium persulfate, 2-mercaptoethanol, TEMED, Tris, Tri-reagent, Streptozotocin, keyhole limpet haemocyanin (KLH), glyoxylic acid, sodium cyanoborohydride, were purchased from Sigma (St. Louis, MO). BCA protein assay kit and immobilon nitrocellulose membrane were from Bio-Rad Laboratories (Hercules, CA). Antibodies for NF-kB signaling and EMT were purchased from Cell-Signaling Technologies (Beverly, MA). All other antibodies used in this study were procured from Santa-Cruz Biotechnology (Dallas, Tx). The high capacity cDNA reverse transcription kit and Power SYBR Green Master Mix were obtained from Applied Biosystems (Warrington, UK). Fetal bovine serum, RPMI and cell-culture reagents were procured from Life Technologies (Bangalore, India). Anti-nephrin antibody is a gift from Dr. Rakesh Verma (University of Michigan). E-cadherin wild type construct was a gift from Dr. Eric R Fearon (University of Michigan). ZEB2-luciferase reporter construct was provided by Dr. Antonio García de Herreros (Institut Municipal d'Investigacio´ Me`dica-Hospital del Mar, Universitat Pompeu Fabra, Barcelona, Spain).

Kumar P.A., Welsh G.I., Raghu G., Menon R.K., Saleem M.A, & Reddy G.B. (2016). Carboxymethyl lysine induces EMT in podocytes through transcription factor ZEB2: Implications for podocyte depletion and proteinuria in diabetes mellitus. Archives of biochemistry and biophysics, 590.

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Quantification of Sugar Phosphates Using HPLC

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Reactants (formaldehyde, 16%, lithium potassium acetyl-phosphate, 85%, potassium phosphate dibasic, 99%) were purchased from Sigma-Aldrich. Catalysts (CaCO3, 99% and Ca(OH)2, 95%) were purchased from Sigma-Aldrich. Sugar/sugar phosphates standards (glyceraldehyde, ≥98%; dihydroxyacetone, ≥98%, USP reference standard; D-ribose, 99%; D-arabinose, ≥98%, D-lyxose, 99%; D-xylose, ≥99%; D-fructose, ≥99%, 2-deoxy-D-ribose, 97%; D-erythrose 4-phosphate, ≥98%; D-glyceraldehyde 3-phosphate, ≥97%; D-glucose 6-phosphate, ≥98%, and D-ribulose, ≥97%) were purchased from Sigma-Aldrich.
Derivatisation reagents 3-amino-9-ethylcarbazole (AEC), 95%, sodium cyanoborohydride, 95% and glacial acetic acid were purchased from Sigma-Aldrich, Acros Organics and Fischer Scientific, respectively. HPLC grade solvents and additives: ammonium acetate 99%, water, dichloromethane (DCM), hexane, acetonitrile and methanol were all purchased from Fischer Scientific.

Camprubi E., Harrison S.A., Jordan S.F., Bonnel J., Pinna S, & Lane N. (2022). Do Soluble Phosphates Direct the Formose Reaction towards Pentose Sugars?. Astrobiology, 22(8).

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Synthesis and Characterization of Diblock Copolymer Nanoparticles

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All reagents were used as received unless otherwise stated. GEO5MA monomer was synthesized by Dr C. P. Jesson at GEO Specialty Chemicals (Hythe, UK) as previously described. 59 2-Hydroxypropyl methacrylate (HPMA, 97%) was kindly donated by GEO Specialty Chemicals (Hythe, UK). 4,4'-Azobis(4cyanopentanoic acid) (ACVA; >98%), glycine (≥98%), histidine (≥98%), ethylene glycol dimethacrylate (EGDMA, 98%), sodium periodate (NaIO 4 , ≥99.8%), sodium cyanoborohydride (NaCNBH 3 , 95%), bovine serum albumin (BSA) and deuterium oxide (D 2 O) were purchased from Sigma-Aldrich, UK. 2-Cyano-2propyl dithiobenzoate (CPDB, >97%) was purchased from Strem Chemicals Ltd (Cambridge, UK).
Ethanol, dichloromethane and diethyl ether were purchased from Fisher Scientific (UK). Aqueous electrophoresis. Zeta potentials for diblock copolymer nanoparticles were analyzed using a Malvern Zetasizer Nano ZS instrument equipped with a 4 mW He-Ne laser (λ = 633 nm) operating at a fixed scattering angle of 173°. Samples were diluted to 0.1% w/w using 1 mM KCl, with either dilute NaOH or HCl being used for pH adjustment as required. Zeta potentials were calculated from the Henry equation using the Smoluchowski approximation.
Centrifugation. Centrifugation of BSA functionalized vesicles was conducted using a Thermo Heraeus Biofuge Pico centrifuge.

Brotherton E.E., Smallridge M.J, & Armes S.P. (2021). Aldehyde-Functional Diblock Copolymer Nano-objects via RAFT Aqueous Dispersion Polymerization. Biomacromolecules, 22(12).

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Peptide Labeling via Reductive Amination

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The peptides (100 μg) were dried and resolved in 300 μL of 100 mM TEABC solution. To the two groups of peptides, 16 μL of 4% (v/v) formaldehyde-H2, and 4% (v/v) formaldehyde-D2 (Sigma) were added, respectively. The mixtures then had 16 μL of freshly prepared 0.6 M sodium cyanoborohydride (Sigma) added as catalyst. After 1 h incubation, 64 μL of 1% ammonia (WAKO, Osaka, Japan) was added to the samples and they were placed on ice to stop the reaction. To further ensure the reaction had completely stopped, 32 μL of 10% (v/v) formic acid (Sigma) was added to acidify the sample to a pH of 3. Finally, the samples were combined in a 1:1 ratio (v:v).

Kao Y.C., Chang Y.W., Lai C.P., Chang N.W., Huang C.H., Chen C.S., Huang H.C, & Juan H.F. (2023). Ectopic ATP synthase stimulates the secretion of extracellular vesicles in cancer cells. Communications Biology, 6, 642.

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Characterization of Chinese Bean Seeds

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The commercially mature red adzuki, faba bean, and chickpea seeds used in the study were purchased from a seed supplier at Mulei County in Xinjiang Province, China, while the baiyue bean seeds were obtained from Yushan County in Jiangxi Province, China. 8‐amino‐1, 3, 6‐pyrenetrisulfonic acid (APTS) and sodium cyanoborohydride were purchased from Sigma Chemical (St. Louis, MO, USA). All other chemicals and reagents used in experiments were of analytical grade.

Zhang Z., Tian X., Wang P., Jiang H, & Li W. (2019). Compositional, morphological, and physicochemical properties of starches from red adzuki bean, chickpea, faba bean, and baiyue bean grown in China. Food Science & Nutrition, 7(8), 2485-2494.

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