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Obscuraminol E

CAS# 350485-00-6

Obscuraminol E

Catalog No. BCN1769----Order now to get a substantial discount!

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Quality Control of Obscuraminol E

Number of papers citing our products

Chemical structure

Obscuraminol E

3D structure

Chemical Properties of Obscuraminol E

Cas No. 350485-00-6 SDF Download SDF
PubChem ID 134715064 Appearance Oil
Formula C16H33NO M.Wt 255.44
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (E,2S,3R)-2-aminohexadec-11-en-3-ol
SMILES CCCCC=CCCCCCCCC(C(C)N)O
Standard InChIKey QNWQYXJJIAXWKD-BUWFCSEKSA-N
Standard InChI InChI=1S/C16H33NO/c1-3-4-5-6-7-8-9-10-11-12-13-14-16(18)15(2)17/h6-7,15-16,18H,3-5,8-14,17H2,1-2H3/b7-6+/t15-,16+/m0/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Obscuraminol E

The Pseudodistoma obscurum

Protocol of Obscuraminol E

Structure Identification
Tetrahedron, 2001, 57(21):4579-4588.

Obscuraminols, new unsaturated amino alcohols from the tunicate Pseudodistoma obscurum: structure and absolute configuration.[Reference: WebLink]


METHODS AND RESULTS:
The study of the ascidian Pseudodistoma obscurum from Tarifa Island (Cádiz, Spain) has led to the characterization of six new unsaturated 2-amino-3-ol compounds, the obscuraminols A-F. Five of them, the obscuraminol B, Obscuraminol C, Obscuraminol D, Obscuraminol E, Obscuraminol F, were isolated as their corresponding diacetyl derivatives.
CONCLUSIONS:
Their structures were established by spectroscopic analysis, their relative configurations by NOEDS study of oxazolidinone derivatives, and their absolute configurations by application of Mosher's method to N-acetyl derivatives.

Obscuraminol E Dilution Calculator

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Obscuraminol E Molarity Calculator

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Preparing Stock Solutions of Obscuraminol E

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.9148 mL 19.5741 mL 39.1481 mL 78.2963 mL 97.8703 mL
5 mM 0.783 mL 3.9148 mL 7.8296 mL 15.6593 mL 19.5741 mL
10 mM 0.3915 mL 1.9574 mL 3.9148 mL 7.8296 mL 9.787 mL
50 mM 0.0783 mL 0.3915 mL 0.783 mL 1.5659 mL 1.9574 mL
100 mM 0.0391 mL 0.1957 mL 0.3915 mL 0.783 mL 0.9787 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Obscuraminol E

'MCC' protein interacts with E-cadherin and beta-catenin strengthening cell-cell adhesion of HCT116 colon cancer cells.[Pubmed:29035389]

Oncogene. 2018 Feb 1;37(5):663-672.

E-cadherin and beta-catenin are key proteins that are essential in the formation of the epithelial cell layer in the colon but their regulatory pathways that are disrupted in cancer metastasis are not completely understood. Mutated in colorectal cancer (MCC) is a tumour suppressor gene that is silenced by promoter methylation in colorectal cancer and particularly in patients with increased lymph node metastasis. Here, we show that MCC methylation is found in 45% of colon and 24% of rectal cancers and is associated with proximal colon, poorly differentiated, circumferential and mucinous tumours as well as increasing T stage and larger tumour size. Knockdown of MCC in HCT116 colon cancer cells caused a reduction in E-cadherin protein level, which is a hallmark of epithelial-mesenchymal transition in cancer, and consequently diminished the E-cadherin/beta-catenin complex. MCC knockdown disrupted cell-cell adhesive strength and integrity in the dispase and transepithelial electrical resistance assays, enhanced hepatocyte growth factor-induced cell scatter and increased tumour cell invasiveness in an organotypic assay. The Src/Abl inhibitor dasatinib, a candidate anti-invasive drug, abrogated the invasive properties induced by MCC deficiency. Mechanistically, we establish that MCC interacts with the E-cadherin/beta-catenin complex. These data provide a significant advance in the current understanding of cell-cell adhesion in colon cancer cells.

Analysis of transient hypermorphic activity of E(spl)D during R8 specification.[Pubmed:29036187]

PLoS One. 2017 Oct 16;12(10):e0186439.

Drosophila atonal (ato) is required for the specification of founding R8 photoreceptors during retinal development. ato is regulated via dual eye-specific enhancers; ato-3' is subject to initial induction whereas 5'-ato facilitates Notch-mediated autoregulation. Notch is further utilized to induce bHLH repressors of the E(spl) locus to restrict Ato from its initial broad expression to individual cells. Although Notch operates in two, distinct phases, it has remained unclear how the two phases maintain independence from one another. The difference in these two phases has attributed to the hypothesized delayed expression of E(spl). However, immunofluorescence data indicate that E(spl) are expressed during early Ato patterning, suggesting a more sophisticated underlying mechanism. To probe this mechanism, we provide evidence that although E(spl) exert no influence on ato-3', E(spl) repress 5'-ato and deletion of the E(spl) locus elicits precocious 5'-ato activity. Thus, E(spl) imposes a delay to the timing in which Ato initiates autoregulation. We next sought to understand this finding in the context of E(spl)D, which encodes a dysregulated variant of E(spl)M8 that perturbs R8 patterning, though, as previously reported, only in conjunction with the mutant receptor Nspl. We established a genetic interaction between E(spl)D and roughened eye (roe), a known modulator of Notch signaling in retinogenesis. This link further suggests a dosage-dependence between E(spl) and the proneural activators Ato and Sens, as indicated via interaction assays in which E(spl)D renders aberrant R8 patterning in conjunction with reduced proneural dosage. In total, the biphasicity of Notch signaling relies, to some degree, on the post-translational regulation of individual E(spl) members and, importantly, that post-translational regulation is likely necessary to modulate the level of E(spl) activity throughout the progression of Ato expression.

Botulinum Toxins A and E Inflict Dynamic Destabilization on t-SNARE to Impair SNARE Assembly and Membrane Fusion.[Pubmed:29033286]

Structure. 2017 Nov 7;25(11):1679-1686.e5.

Botulinum toxins (BoNTs) A and E block neurotransmitter release by specifically cleaving the C- terminal ends of SNAP-25, a plasma membrane SNARE protein. Here, we find that SNAP-25A and E, the cleavage products of BoNT A and E, respectively, terminate membrane fusion via completely different mechanisms. Combined studies of single-molecule FRET and single-vesicle fusion assays reveal that SNAP-25E is incapable of supporting SNARE pairing and thus, vesicle docking. In contrast, SNAP-25A facilitates robust SNARE pairing and vesicle docking with somewhat reduced SNARE zippering, which leads to severe impairment of fusion pore opening. The electron paramagnetic resonance results show that the discrepancy between SNAP-25A and E might stem from the extent of the dynamic destabilization of the t-SNARE core at the N-terminal half, which plays a pivotal role in nucleating SNARE complex formation. Thus, the results provide insights into the structure/dynamics-based mechanism by which BoNT A and E impair membrane fusion.

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