ANB-NOS

 CAS No.: 60117-35-3  Cat No.: BP-500986  Purity: 95% 4.5  

ANB-NOS is a PROTAC linker building block featuring an anilide-based nitrogen-containing scaffold with a nitroso-oxidation-state motif (NOS) that can serve as a chemically addressable handle for constructing bifunctional degraders. Structurally, it provides a defined, relatively rigid connection element that can transmit conformational constraints between the ligand-binding “warhead” and the E3 ligase–recruiting moiety, while the amide linkage supports productive geometry and hydrogen-bonding interactions that often influence ternary complex formation. In PROTAC design, such linkers are selected to balance distance, flexibility, and orientation so that the recruited E3 ligase and target protein can engage simultaneously, promoting ubiquitination and subsequent proteasomal degradation. As a modular intermediate, ANB-NOS is valuable for researchers optimizing linker length and attachment chemistry, enabling systematic structure–activity relationship studies to improve degradation potency and selectivity in targeted protein degradation workflows.

ANB-NOS

Structure of 60117-35-3

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Category
PROTAC Linker
Molecular Formula
C11H7N5O6
Molecular Weight
305.2

* For research and manufacturing use only. Not for human or clinical use.

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Purity
95%
Storage
2-8°C
Shipping
Room temperature in continental US; may vary elsewhere.
IUPACName
(2,5-dioxopyrrolidin-1-yl) 5-azido-2-nitrobenzoate
Synonyms
ANB-NOS; N-5-AZIDO-2-NITROBENZOYLOXYSUCCINIMIDE; N-SUCCINIMIDYL 5-AZIDO-2-NITROBENZOATE; 5-Azido-2-nitrobenzoic acid N-hydroxysuccinimide ester; 5-AZIDO-2-NITROBENZOYLOXYSUCCINIMIDE; N-hydroxysuccinimidyl-5-azido-2-nitrobenzoate; N-(5-Azido-2-nitrobenzoyloxy)s
Melting Point
131-133°C
InChI Key
FUOJEDZPVVDXHI-UHFFFAOYSA-N
InChI
InChI=1S/C11H7N5O6/c12-14-13-6-1-2-8(16(20)21)7(5-6)11(19)22-15-9(17)3-4-10(15)18/h1-2,5H,3-4H2
SMILES
C1CC(=O)N(C1=O)OC(=O)C2=C(C=CC(=C2)N=[N+]=[N-])[N+](=O)[O-]
1.Conjugation of glucosamine with Gd3+-based nanoporous silica using a heterobifunctional ANB-NOS crosslinker for imaging of cancer cells.
Mehravi B1, Ahmadi M, Amanlou M, Mostaar A, Ardestani MS, Ghalandarlaki N. Int J Nanomedicine. 2013;8:3383-94. doi: 10.2147/IJN.S44829. Epub 2013 Sep 24.
BACKGROUND: The aim of this study was to synthesize Gd(3+)-based silica nanoparticles that conjugate easily with glucosamine and to investigate their use as a nanoprobe for detection of human fibrosarcoma cells.

ANB-NOS is a photoactivatable heterobifunctional linker for PROTAC-related probe and conjugate construction. It combines an amine-reactive NHS ester with a nitrophenyl azide group, allowing staged covalent attachment followed by light-triggered crosslinking. The structural and reactivity features are described below.

Structure: The linker contains an N-hydroxysuccinimide ester and a nitrophenyl azide aromatic group. The activated ester supports acyl transfer to amines, while the aryl azide provides a photoreactive handle.

Reactivity: The NHS ester reacts with primary amines to form amide bonds under mild, amine-compatible conditions. After initial conjugation, the nitrophenyl azide can be activated by light to generate a reactive nitrene that inserts into nearby bonds or captures adjacent groups. This makes ANB-NOS useful for PROTAC probe mapping and proximity-labeling designs.

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Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2

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g/mol
Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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