digplanet beta 1: Athena
Share digplanet:

Agriculture

Applied sciences

Arts

Belief

Business

Chronology

Culture

Education

Environment

Geography

Health

History

Humanities

Language

Law

Life

Mathematics

Nature

People

Politics

Science

Society

Technology

Brassicasterol
Brassicasterol
Identifiers
CAS number 474-67-9 YesY
PubChem 6432458
ChemSpider 4444704 YesY
UNII 2B0KG2XFOF YesY
Jmol-3D images Image 1
Properties
Molecular formula C28H46O
Molar mass 398.66 g mol−1
Appearance White solid
Melting point 150–151 °C
Hazards
Flash point Non-flammable
Related compounds
Related Sterols cholesterol
β-sitosterol
campesterol
stigmasterol
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 YesY (verify) (what is: YesY/N?)
Infobox references

Brassicasterol (24-methyl cholest-5,22-dien-3β-ol) is a 28-carbon sterol synthesised by several unicellular algae (phytoplankton) and some terrestrial plants, e.g., oilseed rape. This compound has frequently been used as a biomarker for the presence of (marine) algal matter in the environment.

Chemical properties[edit]

Solubility[edit]

Brassicasterol has a low water solubility and, as a consequence, a high octanol – water partition coefficient. This means that, in most environmental systems, brassicasterol will be associated with the solid phase.

Degradation[edit]

In anaerobic sediments and soils, brassicasterol is stable for many hundreds of years, enabling it to be used as an indicator of past algal production (see below).

Chemical analysis[edit]

Since the molecule has a hydroxyl (-OH) group, it is frequently bound to other lipids including glycerols; most analytical methods, therefore, utilise a strong alkali (KOH or NaOH) to saponify the ester linkages. Typical extraction solvents include 6% KOH in methanol. The free sterols are then separated from the polar lipids by partitioning into a less polar solvent (e.g, hexane). Prior to analysis, the hydroxyl group is frequently derivatised with BSTFA (bis-trimethyl silyl trifluoroacetamide) to replace the hydrogen with the less exchangeable trimethylsilyl (TMS) group. Instrumental analysis is frequently conducted on gas chromatograph (GC) with either a flame ionisation detector (FID) or mass spectrometer (MS). The mass spectrum for the TMS ether of brassicasterol can be seen in the figure.
Mass fragmentation pattern for brassicasterol at 70eV on a Fisons MD800 mass spectrometer

Formation and occurrences[edit]

It can be found in Mirabilis jalapa.[1]

Algal sources[edit]

Brassicasterol is formed in plants from the isoprenoid squalene through campesterol as an intermediate. A list of the algae in which brassicasterol has been identified is shown below together with approximate composition.[2]

Sterol content of selected dinoflagellates (as percentage). Data from Volkman, 1986
Species A B C D E F G H others
Gonyaulax spp 100 0 0 0 0 0 0 0 0
Peridinium foliaceum 100 0 0 0 0 0 0 0 0
Peridinium foliaceum 80 20 0 0 0 0 0 0 0
Gonyaulax diegensis 39 0 0 0 0 0 0 29 32
Pyrocystis lunula 76 6 0 2 1 0 0 0 15
Gonyaulax polygramma 36 1 0 9 7 0 0 0 47
Gymnodinium wilczeki 26 39 0 35 1 0 0 0 0
Glenodinium hallii 8 50 0 0 0 42 0 0 0
Noctiluca milaris 0 1 1 5 73 0 6 0 14
Gymnodinium simplex 0 0 0 0 53 0 0 0 47
Prorocentrum cordatum 7 0 0 0 5 0 63 0 25
A = cholesterol
B = campesterol
C = sitosterol
D = 22-dehydrocholesterol ((22E)-cholesta-5,22-dien-3β-ol)
E = brassicasterol
F = stigmasterol
G = 24-methylene cholesterol
H = fucosterol

Use as a tracer for marine algae[edit]

The principal source of brassicasterol in the environment is from marine algae. Its relatively high concentration and stability allows it to be used in the assessment of the origin of organic matter in samples, especially sediments.

Brassicasterol / cholesterol ratio[edit]

The concentration of brassicasterol down a sediment core from Loch Striven, Scotland together with it ratio to cholesterol

The concentration of brassicasterol in a core sample from Loch Striven, Scotland. Highest values may be seen in the top sections of the sediment, which decrease with depth. However, the cholesterol behaves in a similar manner, and the ratio brassicasterol/cholesterol is fairly uniform at all depths, indicating either a comparable degradation rate with no change in source or different degradation rates and a change in source.

Multivariate analysis[edit]

Multivariate statistical analyses such as principal component analysis of a range of lipid biomarkers (e.g., other sterols, fatty acids, and fatty alcohols) enable identification of compounds that have similar origins or behaviour. An example can be seen in the loadings plot for sediment samples from the Mawddach Estuary, Wales.

Principal Component Analysis of several lipid biomarkers from the Mawddach Esturay - brassicasterol is highlighted in red
The location of brassicasterol in this figure (shown in red) indicates that the distribution of this compound is similar to that of the short-chain fatty acids and alcohols, which are known to be of marine origin. The terrestrially derived biomarkers such as β-sitosterol are on the opposite side of the figure and are mutually exclusive.

References[edit]

  1. ^ Constituents of Mirabilis jalapa. Siddiqui S., Siddiqui B.S., Adil Q. and Begum S., Fitoterapia, 1990, Volume 61, No. 5, page 471 (abstract)
  2. ^ Data from a review by Volkman, 1986[clarification needed]

Original courtesy of Wikipedia: http://en.wikipedia.org/wiki/Brassicasterol — Please support Wikipedia.
This page uses Creative Commons Licensed content from Wikipedia. A portion of the proceeds from advertising on Digplanet goes to supporting Wikipedia.
6 videos found

Luận văn Nghiên cứu tác chiết và cô lập b - Amyrin và brassicasterol từ lá cây ké đầu ngựa, xanthium

Dịch vụ làm luận văn tốt nghiệp, làm báo cáo thực tập tốt nghiệp, chuyên đề tốt nghiệp, tiểu luận, khóa luận, đề án môn học trung cấp, cao đẳng, tại chức, đạ...

Prostanol Reviews What Are Prostanol Side Effects

http://www.zenn7.com - Prostanol Reviews - What Are Prostanol Side Effects? Prostanol's fine “soft gel” product from vitalmax Vitamins was designed by Dr. Al...

Anabol Bcaa, 454g Aminosäuren L-Arginin L-Tyrosin

Anabol Bcaa, 454g Aminosäuren L-Arginin L-Tyrosin, 2:1:1 Verhältnis 6300mg + Trainings / Fahrrad Handschuhe Klicken Sie hier, um kaufen : http://www.amazon.d...

CÂY THUỐC QÚY: CAM THẢO DÂY

Tên gọi khác: Dây cườm cườm, Dây chi chi. Bộ phận dùng: Phần trên mặt đất (Herba Abri precatorii) Phân bố: Loài cây liên nhiệt đới, mọc hoang trong các rừng ...

thuốc từ cam thão dây

khmer: vor pa krom Mô tả: Cây leo với cành nhánh nhiều và mảnh. Lá kép lông chim chẵn gồm 9-11 cặp lá chét thuôn, tù, màu lục sẫm; cuống lá chét và cuống l...

Cây Ké đầu ngựa - Vị thuốc chữa bệnh

Để tìm hiểu thêm các bạn có thể vào trang web: http://www.sieuthithuocdongy.com tại đây bạn có thể tìm hiểu các sản phẩm về thuốc và thảo dược cùng với sự tư...

6 videos found

We're sorry, but there's no news about "Brassicasterol" right now.

Loading

Oops, we seem to be having trouble contacting Twitter

Talk About Brassicasterol

You can talk about Brassicasterol with people all over the world in our discussions.

Support Wikipedia

A portion of the proceeds from advertising on Digplanet goes to supporting Wikipedia. Please add your support for Wikipedia!