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Azide-A-DSBSO crosslinker

CAT: 0804-HY-157414-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-157414-01Size:5 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Azide-A-DSBSO crosslinker is a mass spectrometry (MS) cleavable, membrane permeable, homobifunctional, azide-labeled, acid-cleavable crosslinking peptide. Azide-A-DSBSO crosslinker crosslinks proteins via NHS ester reaction with lysine residues. Azide-A-DSBSO crosslinker can be used to study protein-protein interactions by cross-linking mass spectrometry (XL-MS) [1][2].
CAS Number
1704097-02-8
UNSPSC
12352005
Target
Biochemical Assay Reagents
Type
Reference compound
Related Pathways
Others
Field of Research
Others
Assay Protocol
https://www.medchemexpress.com/azide-a-dsbso-crosslinker.html
Purity
95.00
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
[N-]=[N+]=NCCCC1(C)OCC(CS(CCC(ON2C(CCC2=O)=O)=O)=O)(CS(CCC(ON3C(CCC3=O)=O)=O)=O)CO1
Molecular Formula
C24H33N5O12S2
Molecular Weight
647.68
References & Citations
[1]Matzinger M, et al. Fast and Highly Efficient Affinity Enrichment of Azide-A-DSBSO Cross-Linked Peptides. J Proteome Res. 2020 May 1;19 (5) :2071-2079.|[2]Burke AM, et al. Synthesis of two new enrichable and MS-cleavable cross-linkers to define protein-protein interactions by mass spectrometry. Org Biomol Chem. 2015 May 7;13 (17) :5030-7.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C (Powder, sealed storage, away from moisture)
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

Azide-DSBSO crosslinker
CAS Number1704097-02-8
PubChem CID122221677
IUPAC Name(2,5-dioxopyrrolidin-1-yl) 3-[[2-(3-azidopropyl)-5-[[3-(2,5-dioxopyrrolidin-1-yl)oxy-3-oxopropyl]sulfinylmethyl]-2-methyl-1,3-dioxan-5-yl]methylsulfinyl]propanoate
Molecular FormulaC24H33N5O12S2
Molecular Weight647.7
XLogP-2.3
Topological Polar Surface Area233
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count16
Rotatable Bond Count18
Heavy Atom Count43
Formal Charge0
Complexity1130
SMILES
CC1(OCC(CO1)(CS(=O)CCC(=O)ON2C(=O)CCC2=O)CS(=O)CCC(=O)ON3C(=O)CCC3=O)CCCN=[N+]=[N-]
InChI
InChI=1S/C24H33N5O12S2/c1-23(9-2-10-26-27-25)38-13-24(14-39-23,15-42(36)11-7-21(34)40-28-17(30)3-4-18(28)31)16-43(37)12-8-22(35)41-29-19(32)5-6-20(29)33/h2-16H2,1H3
InChIKey
AKLJWXIVLPURNY-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Azide-DSBSO crosslinker
CAS: 1704097-02-8
CID: 122221677
Formula: C24H33N5O12S2
MW: 647.7
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight647.7
XLogP3-2.3
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count16
Rotatable Bond Count18
Exact Mass647.15671385
Monoisotopic Mass647.15671385
Topological Polar Surface Area233 Ų
Heavy Atom Count43
Formal Charge0
Complexity1130
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count2
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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