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56480

Sigma-Aldrich

N-Hydroxysuccinimid

≥97.0% (T), for peptide synthesis

Synonym(e):

1-Hydroxy-2,5-pyrrolidindion, HOSu, NHS

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About This Item

Empirische Formel (Hill-System):
C4H5NO3
CAS-Nummer:
6066-82-6
Molekulargewicht:
115.09
Beilstein:
113913
EG-Nummer:
228-001-3
MDL-Nummer:
MFCD00005516
UNSPSC-Code:
12352005
PubChem Substanz-ID:
329758217
NACRES:
NA.22

product name

N-Hydroxysuccinimid, purum, ≥97.0% (T)

Qualität

purum

Qualitätsniveau

200

Assay

≥97.0% (T)

Form

solid

Eignung der Reaktion

reaction type: Addition Reactions

mp (Schmelzpunkt)

95-98 °C (lit.)
95-98 °C

Anwendung(en)

peptide synthesis

SMILES String

ON1C(=O)CCC1=O

InChI

1S/C4H5NO3/c6-3-1-2-4(7)5(3)8/h8H,1-2H2

InChIKey

NQTADLQHYWFPDB-UHFFFAOYSA-N

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Anwendung

N-Hydroxysuccinimide (NHS) can be used in the following applications:
  • To synthesize N-succinimidyl 3-(2-pyridyldithio)-propionate, a heterobifunctional reagent useful for protein-protein conjugation and also to incorporate aliphatic thiols into proteins.
  • To synthesize NHS esters of long-chain fatty acids.
  • NHS can activate the phosphonic acid monolayers immobilized on titanium surface for binding with proteins.

Sonstige Hinweise

kann noch 1-3% Bernsteinsäure bzw. Bernsteinsäureanhydrid enthalten

Piktogramme

Corrosion
GHS05

Signalwort

Danger

H-Sätze

H315,H318

Gefahreneinstufungen

Eye Dam. 1 - Skin Irrit. 2

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Hier finden Sie alle aktuellen Versionen:

Analysenzertifikate (COA)

Lot/Batch Number
WXBD5830V
WXBD4823V
WXBD3848V
WXBD1766V
WXBD0036V

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Die Dokumentenbibliothek aufrufen

Synthesis of long-chain fatty acyl-CoA thioesters using N-hydroxysuccinimide esters.
Blecher M
Methods in Enzymology, 72, 404-408 (1981)
Protein thiolation and reversible protein-protein conjugation. N-Succinimidyl 3-(2-pyridyldithio) propionate, a new heterobifunctional reagent.
Carlsson J
The Biochemical Journal, 173(3), 723-723 (1978)
Kengo Nishi et al.
The Journal of chemical physics, 137(22), 224903-224903 (2012-12-20)
We investigated the relationship between the elastic modulus, G and the reaction probability, p for polymer networks. First, we pointed out that the elastic modulus is expressed by G = {(fp∕2 - 1) + O((p - 1)(2))} Nk(B)T∕V (percolated network
Phosphonic acid monolayers for binding of bioactive molecules to titanium surfaces.
Adden N
Langmuir, 22(19), 8197-8204 (2006)
Burcu Ayoglu et al.
EMBO molecular medicine, 6(7), 918-936 (2014-06-13)
Despite the recent progress in the broad-scaled analysis of proteins in body fluids, there is still a lack in protein profiling approaches for biomarkers of rare diseases. Scarcity of samples is the main obstacle hindering attempts to apply discovery driven
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Artikel

Coupling Reagents

In principle, the seemingly simple formation of a peptide bond can be accomplished using all the procedures available in organic chemistry for the synthesis of carboxylic acid amides. However, due to the presence of various functional groups in natural and unnatural amino acids and particularly the requirement for full retention of chiral integrity, the coupling of amino acids and peptides under mild conditions can be challenging. A plethora of coupling reagents has been developed superseding each other in efficiency and suitability for specific applications (e.g., solid-phase peptide synthesis or fragment condensation).

Coupling Reagents

In principle, the seemingly simple formation of a peptide bond can be accomplished using all the procedures available in organic chemistry for the synthesis of carboxylic acid amides. However, due to the presence of various functional groups in natural and unnatural amino acids and particularly the requirement for full retention of chiral integrity, the coupling of amino acids and peptides under mild conditions can be challenging. A plethora of coupling reagents has been developed superseding each other in efficiency and suitability for specific applications (e.g., solid-phase peptide synthesis or fragment condensation).

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