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F6892

Sigma-Aldrich

法尼焦磷酸 铵盐

methanol:ammonia solution, ≥95% (TLC)

同義詞:

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

經驗公式（希爾表示法）:
C15H37N3O7P2
CAS號碼:
13058-04-3
分子量：:
433.42
MDL號碼:
MFCD00189688
分類程式碼代碼:
12352204
PubChem物質ID:
24894923
NACRES:
NA.83
暫時無法取得訂價和供貨情況

化驗

≥95% (TLC)

形狀

methanol:ammonia solution

包裝

vial of 200 μg

儲存溫度

−20°C

SMILES 字串

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 密鑰

VWFJDQUYCIWHTN-YFVJMOTDSA-N

基因資訊

rat ... Fnta(25318)

相關類別

一般說明

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]

應用

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]

外觀

甲醇溶液：10mM水溶性NH4OH (7:3)
实际浓度见标签

訊號詞

Danger

危險分類

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

標靶器官

Eyes,Central nervous system

儲存類別代碼

3 - Flammable liquids

水污染物質分類（WGK）

WGK 2

閃點（°F）

60.8 °F

閃點（°C）

16 °C

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分析證明 (COA)

Lot/Batch Number
MKCX1846
MKCV8524
MKCV8393
MKCT0819
MKCV1899

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Protein prenylation: enzymes, therapeutics, and biotechnology applications
Palsuledesai CC and Distefano MD
ACS Chemical Biology, 10(1), 51-62 (2014)
Structural characterization of substrate and inhibitor binding to farnesyl pyrophosphate synthase from Pseudomonas aeruginosa
Schmidberger JW, et al.
Acta Crystallographica Section D, Biological Crystallography, 71(3), 721-731 (2015)
Matrix metalloproteinase-1 contribution to sarcoma cell invasion
Garamszegi N, et al.
Journal of Cellular and Molecular Medicine, 16(6), 1331-1341 (2012)
John M Sanders et al.
Journal of medicinal chemistry, 48(8), 2957-2963 (2005-04-15)
We report the design, synthesis and testing of a series of novel bisphosphonates, pyridinium-1-yl-hydroxy-bisphosphonates, based on the results of comparative molecular similarity indices analysis and pharmacophore modeling studies of farnesyl diphosphate synthase (FPPS) inhibition, human Vgamma2Vdelta2 T cell activation and
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
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Cholesterol biosynthesis starts in the hepatic endoplasmic reticulum with acetyl-CoA, yielding 3-hydroxy-3-methylglutaryl-CoA via HMG-CoA synthase.

膽固醇生物合成

膽固醇的生物合成始於肝內質網中的乙酰-CoA，經由 HMG-CoA 合成酶產生 3-羥基-3-甲基戊二酰-CoA。

Questions

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

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    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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