Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

SML0584

Sigma-Aldrich

NNGH

≥98% (HPLC)

Synonym(s):

BML-205, N-Isobutyl-N-(4-methoxyphenylsulfonyl)glycyl hydroxamic acid

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C13H20N2O5S
CAS Number:
161314-17-6
Molecular Weight:
316.37
MDL number:
MFCD02179370
UNSPSC Code:
12352200
PubChem Substance ID:
329825565
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 15 mg/mL, clear

storage temp.

2-8°C

SMILES string

COc1ccc(cc1)S(=O)(=O)N(CC(C)C)CC(=O)NO

InChI

1S/C13H20N2O5S/c1-10(2)8-15(9-13(16)14-17)21(18,19)12-6-4-11(20-3)5-7-12/h4-7,10,17H,8-9H2,1-3H3,(H,14,16)

InChI key

JIRXORZYIXSWOB-UHFFFAOYSA-N

Biochem/physiol Actions

NNGH is a potent and cell-permeable inhibitor of matrix metalloproteinase 3 (MMP-3,stromelysin 1, progelatinase). NNGH has been used to inhibit MMP-3 in a variety of studies. Inhibition of MMP-3 with NNGH significantly suppressed the expression of iNOS and pro-inflammatory cytokines and the activities of NF-KB, AP-1, and MAPK in LPS-stimulated microglia, suggesting a role for MMP-3 in neuroinflammation.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Tu Hu et al.
Current eye research, 45(5), 591-603 (2019-10-31)
Purpose: Evidences suggest that during ischemia/reperfusion events, neuronal loss in ganglion cell layers (GCLs) occurs initially in the peripheral retinae followed by the central. However, which key molecule or factor mediates this selective loss needs elucidation. In the present study
Anthony Martin et al.
Journal of cellular physiology, 232(12), 3798-3807 (2017-02-19)
We have recently demonstrated that RUNX2 promoted, and 17β-Estradiol (E2) diminished, association of RANKL with the cell membrane in pre-osteoblast cultures. Here we show that, similar to E2, dihydrotestosterone (DHT) diminishes association of RANKL, and transiently transfected GFP-RANKL with the
Sandra Rother et al.
Acta biomaterialia, 45, 143-154 (2016-10-19)
An imbalance between tissue-degrading matrix metalloproteinases (MMPs) and their counterparts' tissue inhibitors of metalloproteinases (TIMPs) causes pathologic extracellular matrix (ECM) degradation in chronic wounds and requires new adaptive biomaterials that interact with these regulators to re-establish their balance. Sulfated glycosaminoglycans
Ekrem-Murat Gonulalan et al.
Saudi pharmaceutical journal : SPJ : the official publication of the Saudi Pharmaceutical Society, 27(3), 446-452 (2019-04-13)
Phytomics or metabolomics is analysis of large-scale primary and secondary metabolites of plant extracts and provides very meaningful data to monitor or evaluate cellular function or systems biology. The activity of plant extracts depends on the synergistic/antagonistic effect of different
Sung Yong Eum et al.
American journal of physiology. Gastrointestinal and liver physiology, 306(11), G992-G1001 (2014-04-20)
The intestinal epithelium forms a selective barrier maintained by tight junctions (TJs) and separating the luminal environment from the submucosal tissues. N-acylhomoserine lactone (AHL) quorum-sensing molecules produced by gram-negative bacteria in the gut can influence homeostasis of the host intestinal
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service