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SML0060

Sigma-Aldrich

NB001

≥98% (HPLC)

Synonym(s):

5-[[2-(6-Amino-9H-purin-9-yl)ethyl]amino]-1-pentanol; HTS 09836

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About This Item

Empirical Formula (Hill Notation):
C12H20N6O
CAS Number:
686301-48-4
Molecular Weight:
264.33
MDL number:
MFCD03086724
UNSPSC Code:
41106305
PubChem Substance ID:
329825126
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

color

white to tan

solubility

H2O: ≥24 mg/mL

storage temp.

−20°C

SMILES string

Nc1ncnc2n(CCNCCCCCO)cnc12

InChI

1S/C12H20N6O/c13-11-10-12(16-8-15-11)18(9-17-10)6-5-14-4-2-1-3-7-19/h8-9,14,19H,1-7H2,(H2,13,15,16)

InChI key

CVPTTZZCRDVGSU-UHFFFAOYSA-N

Application

NB001 may be used in adenylyl cyclase 1-mediated cell signaling studies.

Biochem/physiol Actions

NB001, originally believed to be a selective inhibitor of adenylyl cyclase 1 (AC1), new evidence suggests NB001 does not interact with AC1 directly. NB001 may reduce cAMP accumulation in cells through an unknown mechanism that is dependent on AC1.

Features and Benefits

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Adenylyl cyclases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

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’.

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Elizabeth Stanley Shepherd et al.
Nature, 557(7705), 434-438 (2018-05-11)
The dense microbial ecosystem in the gut is intimately connected to numerous facets of human biology, and manipulation of the gut microbiota has broad implications for human health. In the absence of profound perturbation, the bacterial strains that reside within
Kelly E Bosse et al.
The Journal of pharmacology and experimental therapeutics, 363(2), 148-155 (2017-08-26)
Neuroadaptive responses to chronic ethanol, such as behavioral sensitization, are associated with
Sung-Chul Lim et al.
The Korean journal of physiology & pharmacology : official journal of the Korean Physiological Society and the Korean Society of Pharmacology, 21(4), 397-405 (2017-07-15)
MDL-12330A is a widely used adenylyl cyclase (AC) inhibitor that blocks AC/cAMP signaling. In this study, we demonstrated a novel antitumor activity of this drug in gastric carcinoma (GC) cell lines. In these GC cells, MDL-12330A reduced cell viability and
Ryan B Griggs et al.
Neurobiology of disease, 127, 76-86 (2019-02-27)
Painful diabetic neuropathy (PDN) is a devastating neurological complication of diabetes. Methylglyoxal (MG) is a reactive metabolite whose elevation in the plasma corresponds to PDN in patients and pain-like behavior in rodent models of type 1 and type 2 diabetes.
Claire Chen et al.
Endocrinology, 155(8), 2976-2985 (2014-06-01)
The ability of the central nervous system to synthesize steroid hormones has wide-ranging implications for physiology and pathology. Among the proposed roles of neurosteroids is the regulation of the LH surge. This involvement in the estrogen-positive feedback demonstrates the integration

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Cyclic nucleotides, including cyclic AMP (cAMP), cyclic GMP (cGMP) and cyclic ADP-ribose, have been extensively studied as second messengers of intracellular events initiated by activation of GPCRs. cAMP modifies cell function in all eukaryotic cells, principally through the activation of cAMP-dependent protein kinase (PKA), but also through cAMP-gated ion channels and guanine nucleotide exchange factors directly activated by cAMP.

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