Date published: 2025-12-19

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Sodium cyanoborohydride (CAS 25895-60-7)

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Alternate Names:
Sodium cyanotrihydridoborate
Application:
Sodium cyanoborohydride is A highly selective reducing agent for reductive amination
CAS Number:
25895-60-7
Purity:
≥95%
Molecular Weight:
62.84
Molecular Formula:
NaBH3CN
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
Available in US only.
* Refer to Certificate of Analysis for lot specific data.

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Sodium cyanoborohydride (NaBH3CN) holds a prominent place as a versatile and extensively utilized reagent in both organic and inorganic chemistry. Sodium cyanoborohydride is a highly selective reducing agent for reductive amination. Its broad applicability extends to the synthesis of diverse compounds, such as natural products, pharmaceuticals, and fine chemicals. Additionally, it serves a role in the purification of proteins and other biological molecules. Renowned for its strong reducing properties, Sodium cyanoborohydride finds widespread usage in laboratory applications. It facilitates the synthesis of various chemicals, including biopolymers, polymers, and drugs. Scientific research greatly benefits from the wide utilization of sodium cyanoborohydride. Its application spans the synthesis of biopolymers, polymers, and drugs, as well as the purification of proteins and biological molecules. Furthermore, it plays a vital role in the synthesis of natural products, pharmaceuticals, and fine chemicals. Sodium cyanoborohydride effectively serves as a potent reducing agent, enabling the reduction of diverse functional groups like aldehydes, ketones, and carboxylic acids. Its mechanism of action involves reducing aldehydes and ketones to alcohols, as well as carboxylic acids to alcohols. Typically conducted in aqueous solutions at room temperature, the reaction manifests as exothermic, resulting in the formation of a yellow-brown solution.


Sodium cyanoborohydride (CAS 25895-60-7) References

  1. Inactivation of 5-enolpyruvylshikimate 3-phosphate synthase by its substrate analogue pyruvate in the presence of sodium cyanoborohydride.  |  Huynh, QK. 1992. Biochem Biophys Res Commun. 185: 317-22. PMID: 1599467
  2. The chemistry of the collagen cross-links. Characterization of the products of reduction of skin, tendon and bone with sodium cyanoborohydride.  |  Robins, SP. and Bailey, AJ. 1977. Biochem J. 163: 339-46. PMID: 17400
  3. Sodium cyanoborohydride in the immobilization of proteins to glutaraldehyde-activated aminoalkyl silica.  |  Miller, AW. and Robyt, JF. 1983. Biotechnol Bioeng. 25: 2795-800. PMID: 18548609
  4. Iodine-sodium cyanoborohydride-mediated reductive ring opening of 4,6-O-benzylidene acetals of hexopyranosides.  |  Rao, KV., et al. 2010. Carbohydr Res. 345: 2709-13. PMID: 21055729
  5. Immobilization of proteins (antibodies) to supports with a constantly high retention of immunoreactivity involving the formation of a Schiff-base and subsequent reduction to a secondary amine with sodium borohydride or sodium cyanoborohydride has been problematical.  |  Grandics, P. 1987. Appl Biochem Biotechnol. 15: 163-7. PMID: 3454126
  6. Pyridine Borane as Alternative Reducing Agent to Sodium Cyanoborohydride for the PEGylation of L-asparaginase.  |  Gurram, S., et al. 2022. Appl Biochem Biotechnol. 194: 827-847. PMID: 34550501
  7. Reduction of nicotinamide adenine dinucleotides by sodium cyanoborohydride.  |  Avigad, G. 1979. Biochim Biophys Acta. 571: 171-4. PMID: 40613
  8. Labeling of proteins by reductive methylation using sodium cyanoborohydride.  |  Jentoft, N. and Dearborn, DG. 1979. J Biol Chem. 254: 4359-65. PMID: 571437
  9. Reductive methylation of IF-3 and EFTu with [14C]formaldehyde and sodium cyanoborohydride.  |  MacKeen, LA., et al. 1979. FEBS Lett. 101: 387-90. PMID: 571815
  10. Reductive methylation of proteins with sodium cyanoborohydride. Identification, suppression and possible uses of N-cyanomethyl by-products.  |  Gidley, MJ. and Sanders, JK. 1982. Biochem J. 203: 331-4. PMID: 7103947
  11. Protein labeling by reductive methylation with sodium cyanoborohydride: effect of cyanide and metal ions on the reaction.  |  Jentoft, N. and Dearborn, DG. 1980. Anal Biochem. 106: 186-90. PMID: 7416460
  12. Preparation of colloidal gold particles of various sizes using sodium borohydride and sodium cyanoborohydride.  |  DiScipio, RG. 1996. Anal Biochem. 236: 168-70. PMID: 8619483

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Sodium cyanoborohydride, 5 g

sc-255619B
5 g
$35.00
US: Only available in the US

Sodium cyanoborohydride, 25 g

sc-255619
25 g
$61.00
US: Only available in the US

Sodium cyanoborohydride, 50 g

sc-255619A
50 g
$175.00
US: Only available in the US

Sodium cyanoborohydride, 250 g

sc-255619C
250 g
$285.00
US: Only available in the US

Sodium cyanoborohydride, 1 kg

sc-255619D
1 kg
$1061.00
US: Only available in the US