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F6892

Sigma-Aldrich

法尼焦磷酸 铵盐

methanol:ammonia solution, ≥95% (TLC)

别名:

3,7,11-三甲基-2,6,10-十二碳三烯-1-基焦磷酸 铵盐, FPP

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About This Item

经验公式（希尔记法）:
C15H37N3O7P2
CAS号:
13058-04-3
分子量:
433.42
MDL编号:
MFCD00189688
UNSPSC代码:
12352204
PubChem化学物质编号:
24894923
NACRES:
NA.83

$165.00

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方案

≥95% (TLC)

表单

methanol:ammonia solution

包装

vial of 200 μg

储存温度

−20°C

SMILES字符串

C\C(C)=C\CC\C(C)=C\CC\C(C)=C\COP(O)(=O)OP(O)(O)=O

InChI

1S/C15H28O7P2/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-21-24(19,20)22-23(16,17)18/h7,9,11H,5-6,8,10,12H2,1-4H3,(H,19,20)(H2,16,17,18)/b14-9+,15-11+

InChI key

VWFJDQUYCIWHTN-YFVJMOTDSA-N

基因信息

rat ... Fnta(25318)

相关类别

一般描述

法尼基焦磷酸是由15碳组成的类异戊二烯，在法尼基焦磷酸合成酶（FPPS）的作用下由牻牛儿焦磷酸（GPP）合成。[1]

应用

法尼基焦磷酸铵盐用于：
  • 用作人成骨肉瘤细胞的异戊二烯化激动剂，用于基于胶原的细胞侵袭试验[2]
  • 人脐静脉内皮细胞（HUVECs）中肝细胞生长因子（HGF）的异戊二烯化[3]
  • 用作底物，用于硅藻（Haslea ostrearia） 异戊二烯基转移酶测定。[4]

生化/生理作用

法尼基焦磷酸（FPP）是生物合成胆固醇、泛醌和多萜醇的前体。是细胞内甲羟戊酸途径的一部分。[1]FPP是细胞存活所必需的物质[5]，用于某些低分子质量G蛋白（含Ras）的异戊二烯化。[6]抑制异戊二烯化可造成Ras蛋白丧失致癌潜能。[7]抑制异戊二烯化具有治疗潜力，或可用于突触可塑性和阿尔兹海默′病的治疗。[6]

外形

甲醇溶液：10mM水溶性NH4OH (7:3)
实际浓度见标签

警示用语：

Danger

危险分类

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Chronic 3 - Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 1

靶器官

Eyes,Central nervous system

储存分类代码

3 - Flammable liquids

WGK

WGK 2

闪点(°F)

60.8 °F

闪点(°C)

16 °C

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
MKCX1846
MKCV8524
MKCV8393
MKCT0819
MKCV1899

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Petra M Bleeker et al.
Proceedings of the National Academy of Sciences of the United States of America, 109(49), 20124-20129 (2012-11-22)
Tomato breeding has been tremendously efficient in increasing fruit quality and quantity but did not focus on improving herbivore resistance. The biosynthetic pathway for the production of 7-epizingiberene in a wild tomato was introduced into a cultivated greenhouse variety with
Isoprenoid biosynthesis in the diatom Haslea ostrearia
Kampranis SC and Verret F
The New phytologist, 1-1 (2018)
Chantal Brämer et al.
Biotechnology progress, 35(4), e2812-e2812 (2019-04-02)
The natural production of patchouli oil in developing countries cannot meet the increasing demand any more. This leads to socioecological consequences, such as the use of arable land, which is actually intended for food. Hence, the world market price increased
Gregory J Reynolds et al.
Plants (Basel, Switzerland), 8(7) (2019-07-25)
Systemic acquired resistance (SAR) is a mechanism through which plants may respond to initial challenge by a pathogen through activation of inducible defense responses, thereby increasing resistance to subsequent infection attempts. Fitness costs are assumed to be incurred by plants
Matrix metalloproteinase-1 contribution to sarcoma cell invasion
Garamszegi N, et al.
Journal of Cellular and Molecular Medicine, 16(6), 1331-1341 (2012)
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Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  3. What is the molarity for the product under the product number F6892

    1 answer

    1. The concentration was reported as 1 mg/ml, resulting in a calculated molarity of 2.31 mM based on the molecular weight of 433.42 g/mol. The calculation is as follows: 1M is equivalent to 433.42 g in 1L, thus 1 M is equivalent to 433.42 mg in 1ml, and consequently 1 mg/ml is approximately 2.307 mM.

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