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Merck

803545

Sigma-Aldrich

SPB (succinimidyl-[4-(psoralen-8-yloxy)]butyrate)

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About This Item

実験式(ヒル表記法):
C19H15NO8
分子量:
385.32
UNSPSCコード:
12352200
PubChem Substance ID:
NACRES:
NA.22

フォーム

powder

分子量

385.32

反応適合性

reagent type: cross-linking reagent

保管条件

desiccated

溶解性

DMSO or DMF: soluble

輸送温度

ambient

保管温度

2-8°C

SMILES記法

O=C1CCC(N1OC(CCCOC2=C(OC(C=C3)=O)C3=CC4=C2OC=C4)=O)=O

InChI

1S/C19H15NO8/c21-13-4-5-14(22)20(13)28-16(24)2-1-8-25-19-17-12(7-9-26-17)10-11-3-6-15(23)27-18(11)19/h3,6-7,9-10H,1-2,4-5,8H2

InChI Key

ZOMXGWWLJXRQKZ-UHFFFAOYSA-N

詳細

SPB is an amine-reactive and photoreactive heterobifunctional crosslinking reagent. The photoreactive psoralen group provides much greater covalent insertion yields than phenyl azide-containing compounds, which makes this reagent a superior alternative to typical photoreactive NHS-ester crosslinkers. The psoralen tricyclic planar ring system intercalates into double-stranded, and to a lesser extent, single-stranded, DNA, RNA, PCR products, cDNA or oligonucleotides. It also can be used with agarose gel-purified oligonucleotides because the presence of agarose does not interfere with the coupling reaction. The nucleic acid labeling site of the psoralen group (the 5,6 double bond in thymine residues) does not interfere with subsequent hybridization reactions, creating a highly-sensitive direct labeling alternative to radioactive probes.

特徴および利点

  • Reactive groups: NHS ester and psoralen
  • Reactive toward: amino groups and thymine
  • DNA intercalating agent and nucleic acid probe1,2
  • Reagent for photo-immobilization to microplates3
  • Melting point: 177-178°C

注意

This product is sensitive to moisture. The vial is packaged in a resealable bag with a desiccant to reduce exposure to moisture. After cold storage, equilibrate the vial to room temperature before opening to reduce condensation inside the vial. Make fresh solutions. Storage of stock solutions is not recommended. After use, return the vial to the resealable bag. Close the bag and store the product at the recommended temperature.

保管分類コード

11 - Combustible Solids

WGK

WGK 3

引火点(°F)

Not applicable

引火点(℃)

Not applicable


適用法令

試験研究用途を考慮した関連法令を主に挙げております。化学物質以外については、一部の情報のみ提供しています。 製品を安全かつ合法的に使用することは、使用者の義務です。最新情報により修正される場合があります。WEBの反映には時間を要することがあるため、適宜SDSをご参照ください。

Jan Code

803545-50MG:


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試験成績書(COA)

Lot/Batch Number

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以前この製品を購入いただいたことがある場合

文書ライブラリで、最近購入した製品の文書を検索できます。

文書ライブラリにアクセスする

A Oser et al.
Nucleic acids research, 16(3), 1181-1196 (1988-02-11)
A new labelling method for cloned DNA probes used in hybridization assays is described. The DNA insert of recombinant plasmid DNA was made partially single-stranded for the labelling reaction by a restriction enzyme digest, followed by a controlled exonuclease III
Psoralen photochemistry.
B J Parsons
Photochemistry and photobiology, 32(6), 813-821 (1980-12-01)
J D Laskin et al.
Proceedings of the National Academy of Sciences of the United States of America, 83(21), 8211-8215 (1986-11-01)
The psoralens, when activated by ultraviolet light of 320-400 nm (UVA light), are potent modulators of epidermal cell growth and differentiation. Previously, we reported that, in mammalian cells, these compounds bind to specific saturable high-affinity cellular receptor sites. In the
Psoralen crosslinking of small RNAs in vitro.
D A Wassarman
Molecular biology reports, 17(2), 143-151 (1993-02-01)

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