A diastereomer of VHL ligand 1
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Diastereomer(s)
21591VHL Ligand 1 (hydrochloride)
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(R,S,S)-VH 032

Item No. 44838

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(4S)-3-methyl-L-valyl-4-hydroxy-N-[[4-(4-methyl-5-thiazolyl)phenyl]methyl]-D-prolinamide
CAS Number
2230826-33-0
Molecular Formula
C22H30N4O3S
Formula Weight
430.6
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Sparingly soluble: 1-10 mg/mlEthanol: Sparingly soluble: 1-10 mg/ml
SMILES
O=C([C@@H](N)C(C)(C)C)N1[C@@H](C(NCC2=CC=C(C3=C(C)N=CS3)C=C2)=O)C[C@@H](C1)O
InChi Code
InChI=1S/C22H30N4O3S/c1-13-18(30-12-25-13)15-7-5-14(6-8-15)10-24-20(28)17-9-16(27)11-26(17)21(29)19(23)22(2,3)4/h5-8,12,16-17,19,27H,9-11,23H2,1-4H3,(H,24,28)/t16-,17+,19+/m0/s1
InChi Key
ZLOXMSNKPDWMEF-YQVWRLOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    5 mg

    $49

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    10 mg

    $88

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    25 mg

    $196

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    50 mg

    $294

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    Product Description

    (R,S,S)-VH 032 is a diastereomer of VHL ligand 1 (Item No. 21591), a building block in the synthesis of proteolysis-targeting chimeras (PROTACs).1,2 (R,S,S)-VH 032-containing molecules bind targets with the same affinity as PROTACs utilizing VHL ligand 1 but do not induce target degradation and have been used as controls for VHL ligand 1-containing PROTAC degradation activity.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Burslem, G.M., Smith, B.E., Lai, A.C., et al. The advantages of targeted protein degradation over inhibition: An RTK case study. Cell Chem. Biol. 25(1), 66-77 (2018).

    2. Burslem, G.M., Song, J., Chen, X., et al. Enhancing antiproliferative activity and selectivity of a FLT-3 inhibitor by proteolysis targeting chimera conversion. J. Am. Chem. Soc. 140(48), 16428-16432 (2018).