N-Hydroxysuccinimid

Bezeichnung:N-Hydroxysuccinimid

CAS-Nr6066-82-6

Englisch Name:N-Hydroxysuccinimide

CBNumberCB0391283

SummenformelC4H5NO3

Molgewicht115.09

MOL-Datei6066-82-6.mol

Synonyma

N-Hydroxysuccinimid

N-Hydroxysuccinimid physikalisch-chemischer Eigenschaften

Schmelzpunkt	95-98 °C(lit.)
Siedepunkt	215.33°C (rough estimate)
Dichte	1.4769 (rough estimate)
Dampfdruck	0Pa at 25℃
Brechungsindex	1.4080 (estimate)
storage temp.	Store at +2°C to +8°C.
Löslichkeit	DMSO (Soluble), Methanol (Slightly)
pka	7.81±0.20(Predicted)
Aggregatzustand	Liquid or Solid
Farbe	Clear yellow-brown to brown
PH	5-7 (50g/l, H2O, 20℃)
Wasserlöslichkeit	SOLUBLE
Sensitive	Hygroscopic
BRN	113913
Stabilität	Stable. Incompatible with strong oxidizing agents, acid chlorides, acid anhydrides, strong bases. Protect from moisture.
InChIKey	NQTADLQHYWFPDB-UHFFFAOYSA-N
LogP	-2.01
CAS Datenbank	6066-82-6(CAS DataBase Reference)
NIST chemische Informationen	N-hydroxylsuccinimide(6066-82-6)
EPA chemische Informationen	2,5-Pyrrolidinedione, 1-hydroxy- (6066-82-6)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	22-24/25-26-36
WGK Germany	3
Hazard Note	Irritant
TSCA	Yes
HS Code	29251995

Gefahreninformationscode (GHS)

N-Hydroxysuccinimide Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Beschreibung
N-hydroxysuccinimide is a synthetic ingredient used in cosmetics as an ester to soften and condition skin. It's also a reagent, a substance used to trigger a reaction that leads to a new substance, such as peptides and polymers.
N-Hydroxysuccinimide is used in cosmetics and beauty products as an ester often seen in eye creams. N-hydroxysuccinimide activates the elimination of blood originated pigments responsible for dark color and inflammation that causes under eye circles. "Infra-orbital shadows are due to the accumulation of hemoglobin and its coloured degradation products - biliverdin, bilirubin and iron - in the dermis and epidermis ... N-hydroxysuccinimide renders the iron soluble for natural elimination" (source).
Chemische Eigenschaften
White to pale yellow
Verwenden
N-hydroxysuccinimide (NHS) is often used to assist carbodiimide-mediated peptide coupling by forming an active ester intermediate via condensation of the surface carboxyl group and NHS. The NHS-reactive ester intermediate is susceptible to nucleophilic attack by primary amines and results in the formation of stable amide bonds between the biomaterial surface and the N-terminus of the peptide.
Verwenden
Reagent for preparation of active esters of amino acids.
Verwenden
N-Hydroxysuccinimide is used for improved amidations in the carbodiimide method. It is also used to activate a carboxyl group and reacts with amine to form amide. It is involved in the preparation of N-hydroxymaleimide-styrene copolymer. Further, it finds use in analytical chemistry. As an additive, it is used in the carbodiimide method for improved amidations and peptide couplings.
Application
N-Hydroxysuccinimide has been used in the synthesis of intermediates such as:
N-succinimidyl 3-(di-tert-butylfluorosilyl)benzoate
4-[2,2-bis[(p-tolylsulfonyl)-methyl] acetyl]benzoic acid-NHS ester
N-succinimidyl 3-iodobenzoate
It has also been used in a protocol for the surface modification of microchannels of a microfluidic-integrated surface plasmon resonance (SPR) platform for the detection and quantification of bacterial pathogens.
Additive used in the carbodiimide method for improved amidations and peptide couplings.
N-Hydroxysuccinimide can be used in the synthesis of N-hydroxysuccinimide ester via dehydration reaction in the presence of dicyclohexylcarbodiimide in carboxylic acid.
Synthese
N-Hydroxysuccinimide can be synthesized by heating succinic anhydride with hydroxylamine or hydroxylamine hydrochloride.
läuterung methode
Recrystallise the imide from EtOH/ethyl acetate [Manesis & Goodmen J Org Chem 52 5331 1987]. [Beilstein 21/9 V 498.]

N-Hydroxysuccinimide Upstream-Materialien And Downstream Produkte

N-Hydroxysuccinimid Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

6066-82-6, N-Hydroxysuccinimide Verwandte Suche:

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