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Merck

803480

Sigma-Aldrich

PDPH (3-(2-pyridyldithio)propionyl hydrazide)

別名:

3-(2-Pyridyldithio)propionate hydrazide, 3-[(2-Pyridyl)dithio]propionohydrazide

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About This Item

実験式(ヒル表記法):
C8N3S2OH11
CAS番号:
分子量:
229.32
MDL番号:
UNSPSCコード:
12352125
PubChem Substance ID:
NACRES:
NA.22

アッセイ

≥95%

品質水準

形状

powder

分子量

229.32

反応適合性

reagent type: cross-linking reagent

保管条件

desiccated

溶解性

DMSO or DMF: soluble

官能基

hydrazide

輸送温度

ambient

保管温度

2-8°C

SMILES記法

NNC(CCSSC1=NC=CC=C1)=O

InChI

1S/C8H11N3OS2/c9-11-7(12)4-6-13-14-8-3-1-2-5-10-8/h1-3,5H,4,6,9H2,(H,11,12)

InChI Key

NITXODYAMWZEJY-UHFFFAOYSA-N

詳細

The PDPH is a heterobifunctional crosslinker containing sulfhydryl-reactive pyridyldithiol and carbonyl-reactive hydrazide moieties. Pyridyldithiols react with free sulfhydryls (-SH) to form disulfide bonds. Hydrazide groups react with carbonyls (aldehydes and ketones) to form stable hydrazone bonds. Aldehyde groups can be created by periodate-oxidation of sialic acid and other sugar components of glycoprotein polysaccharides. Thus, PDPH is useful for conjugating glycoproteins and sulfhydryl-containing peptides or proteins. Likewise, PDPH is useful as a sulfhydryl-addition reagent for glycoproteins and other carbohydrates; after reaction of the hydrazide to an oxidized carbohydrate, the pyridyldithiol group can be cleaved by a reducing agent to expose a sulfhydryl group. Yet another application for PDPH is to react the primary amine of the hydrazide moiety to a carboxyl group using the crosslinker EDC.

特徴および利点

  • Reactive groups: pyridyldisulfide and hydrazide
  • Reactive toward: sulfhydryl groups and carbonyl (aldehyde) groups
  • Short (9.2A), sulfhydryl-to-aldehyde crosslinker with disulfide bond spacer arm (cleavable)
  • Pyridyldithiol group results in attachment to sulfhydryls via disulfide bond, which can be cleaved with DTT, TCEP or other reducing agents
  • Hydrazide group conjugates to oxidized sugars of glycoproteins and carbohydrates
  • Use sodium meta-periodate to oxidize glycosylation (e.g., sialic acid) to reactive aldehyde groups
  • Use with EDC to conjugate primary amine of hydrazide group to carboxyl groups

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

803480-50MG:


試験成績書(COA)

製品のロット番号・バッチ番号を入力して、試験成績書(COA) を検索できます。ロット番号・バッチ番号は、製品ラベルに「Lot」または「Batch」に続いて記載されています。

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

D Pain et al.
Journal of immunological methods, 40(2), 219-230 (1981-01-01)
Protein A-peroxidase monoconjugate was prepared in solution using a heterobifunctional reagent, N-succinimidyl-3-(2-pyridyldithio)-propionate. The yield of the monoconjugate was much higher than that obtained with current methods. An immunoassay method was developed in which protein A-peroxidase monoconjugate served as a universal
G N Ranadive et al.
Nuclear medicine and biology, 20(6), 719-726 (1993-08-01)
We have developed a very efficient labeling technique for monoclonal antibodies with technetium-99m. Oxidation of sugar residues on the IgG class of antibodies leads to the generation of aldehyde groups which are further reacted with two newly developed hydrazide compounds.
D J O'Shannessy et al.
Immunology letters, 8(5), 273-277 (1984-01-01)
A novel method is described for the biotinylation of immunoglobulins. The procedure relies on the generation of reactive aldehydes on the carbohydrate moieties of the immunoglobulin by oxidation with sodium periodate and subsequent reaction with biotin hydrazide. The method is
Immobilization of glycoconjugates by their oligosaccharides: use of hydrazido-derivatized matrices.
D J O'Shannessy et al.
Analytical biochemistry, 191(1), 1-8 (1990-11-15)

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