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Key Documents

364959

Sigma-Aldrich

N-[Tris(hydroxymethyl)methyl]acrylamide

contains ≤7% KCl, 93%

Synonym(s):

NAT, TRIS-acrylamide

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About This Item

Linear Formula:
H2C=CHCONHC(CH2OH)3
CAS Number:
Molecular Weight:
175.18
Beilstein:
2081162
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

Quality Level

Assay

93%

form

solid

contains

≤7% KCl

mp

136-141 °C (lit.)

storage temp.

2-8°C

SMILES string

OCC(CO)(CO)NC(=O)C=C

InChI

1S/C7H13NO4/c1-2-6(12)8-7(3-9,4-10)5-11/h2,9-11H,1,3-5H2,(H,8,12)

InChI key

MVBJSQCJPSRKSW-UHFFFAOYSA-N

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Application


  • Reactions of dipropilamine with unsaturated surfactants in the model oil–water system: This study investigates the reactions of dipropilamine with N-[tris(hydroxymethyl)methyl]acrylamide, highlighting potential applications in industrial and pharmaceutical processes (Simonian, 2015).

  • Water-dispersible polymer coated silica nanoparticle for turn-on fluorometric detection of Cephalexin: Utilizes N-[Tris(hydroxymethyl)methyl]acrylamide in the synthesis of a polymer to improve the detection capabilities for pharmaceutical applications, showcasing the adaptability of this monomer in enhancing sensor technologies (Sahu et al., 2022).

  • Ultrasound-triggered piezocatalytic composite hydrogels for promoting bacterial-infected wound healing: Features a hydrogel based on N-[tris(hydroxymethyl)methyl]acrylamide for medical applications, particularly in accelerating wound healing, which is crucial for drug delivery systems and tissue engineering (Liu et al., 2023).

  • An adhesive and resilient hydrogel for the sealing and treatment of gastric perforation: Describes the development of a hydrogel incorporating N-[tris(hydroxymethyl)methyl]acrylamide for potential medical use in treating internal wounds, demonstrating the material′s medical applications in a clinical setting (Webb et al., 2022).

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Fabian Leinisch et al.
Free radical biology & medicine, 112, 240-252 (2017-08-02)
Protein oxidation is a frequent event as a result of the high abundance of proteins in biological samples and the multiple processes that generate oxidants. The reactions that occur are complex and poorly understood, but can generate major structural and
M Kozulić et al.
Analytical biochemistry, 163(2), 506-512 (1987-06-01)
We describe in detail the synthesis of an acrylic monomer, N-acryloyl-tris(hydroxy-methyl)aminomethane (NAT), which was successfully used for the preparation of gels for electrophoresis and isoelectric focusing. The polymerization kinetics and transparency of the poly(NAT) gels crosslinked by N,N'-methylenebisacrylamide (Bis) are
Yasmin Spahr et al.
Open forum infectious diseases, 5(5), ofy077-ofy077 (2018-05-22)
Paramyxoviruses include respiratory syncytial virus (RSV), parainfluenza virus (PIV), and human metapneumovirus (MPV), which may cause significant respiratory tract infectious disease (RTID) and mortality after allogeneic hematopoietic cell transplantation (HCT). However, clinical data regarding frequency and outcome are scarce. We
Kourosh Zarringhalam et al.
Scientific reports, 7(1), 7755-7755 (2017-08-12)
Regulation by microRNAs (miRNAs) and modulation of miRNA activity are critical components of diverse cellular processes. Recent research has shown that miRNA-based regulation of the tumor suppressor gene PTEN can be modulated by the expression of other miRNA targets acting
Anthony C Cruz et al.
Nature communications, 7, 13895-13895 (2016-12-23)
Mutations affecting the apoptosis-inducing function of the Fas/CD95 TNF-family receptor result in autoimmune and lymphoproliferative disease. However, Fas can also costimulate T-cell activation and promote tumour cell growth and metastasis. Palmitoylation at a membrane proximal cysteine residue enables Fas to

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