yingweiwo

HD-cis-Hyp-OH (cis-4-hydroxy-D-proline; cis-4-hydroxy-D-proline)

cis-4-Hydroxy-D-proline is a precursor for the synthesis of conformationally restricted PNA adenine monomers.
HD-cis-Hyp-OH (cis-4-hydroxy-D-proline; cis-4-hydroxy-D-proline)
HD-cis-Hyp-OH (cis-4-hydroxy-D-proline; cis-4-hydroxy-D-proline) Chemical Structure CAS No.: 2584-71-6
Product category: Endogenous Metabolite
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
50g
Other Sizes
Official Supplier of:
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text

 

  • Business Relationship with 5000+ Clients Globally
  • Major Universities, Research Institutions, Biotech & Pharma
  • Citations by Top Journals: Nature, Cell, Science, etc.
Top Publications Citing lnvivochem Products
Product Description
cis-4-Hydroxy-D-proline is a precursor for the synthesis of conformationally restricted PNA adenine monomers. cis-4-Hydroxy-D-proline may be utilized to study the specificity and kinetics of D-alanine dehydrogenase.
HD-cis-Hyp-OH (cis-4-hydroxy-D-proline) is a stereoisomer of hydroxyproline, an amino acid derivative found in collagen and other structural proteins. With a molecular weight and formula corresponding to cis-4-hydroxy-D-proline, it is the cis-isomer of 4-hydroxyproline with D-configuration. Hydroxyproline is a major component of collagen and is formed by the post-translational hydroxylation of proline.
Biological Activity I Assay Protocols (From Reference)
Targets
HD-cis-Hyp-OH does not have a specific pharmacological target as it is a research chemical rather than a therapeutic drug. Hydroxyproline itself is a component of collagen and is involved in collagen stability and structure. The compound may interact with enzymes involved in collagen metabolism, such as prolyl hydroxylase, but specific targets are not well defined.
ln Vitro
In vitro activity of HD-cis-Hyp-OH is not extensively characterized. As a hydroxyproline stereoisomer, it may be used to study collagen structure, protein folding, and the specificity of enzymes involved in proline hydroxylation. Its "activity" is reflected in its role as a research tool for studying protein structure and collagen metabolism.
ln Vivo
In vivo, HD-cis-Hyp-OH is not administered as a therapeutic agent. Hydroxyproline is a component of collagen and is found in connective tissues throughout the body. The compound may be used in research to study collagen metabolism, bone turnover, and connective tissue disorders. Its levels in urine and blood are used as markers of collagen turnover.
Enzyme Assay
In vitro enzyme assays with HD-cis-Hyp-OH typically involve studying enzymes involved in proline and hydroxyproline metabolism, such as prolyl hydroxylase or hydroxyproline dehydrogenase. The compound can be used as a substrate or inhibitor in assays to characterize the activity of these enzymes. Standard assays involve incubating with enzyme preparations and analyzing products by chromatographic methods.
Cell Assay
HD-cis-Hyp-OH is not typically used in cell culture experiments as a bioactive compound. However, it may be employed in studies investigating collagen synthesis, protein folding, or amino acid metabolism. Cells such as fibroblasts or osteoblasts could be treated with the compound to study its effects on collagen production or cell function. Its primary use is as a research tool.
Animal Protocol
In vivo animal experiments with HD-cis-Hyp-OH are not commonly performed as the compound is a research chemical rather than a therapeutic agent. If used, it would be to study collagen metabolism or to validate analytical methods for measuring hydroxyproline isomers in biological samples. Its primary significance is in research as a reference standard.
ADME/Pharmacokinetics
The pharmacokinetic (PK) properties of HD-cis-Hyp-OH are not characterized as the compound is a research chemical. As a small, polar amino acid derivative, it is expected to be absorbed and distributed throughout the body. It is likely metabolized through amino acid metabolic pathways and excreted in urine. Specific PK data are not available.
Toxicity/Toxicokinetics
HD-cis-Hyp-OH has a low toxicity profile as it is an amino acid derivative. It is not considered a hazardous substance. For research use, standard laboratory safety practices are sufficient. Comprehensive toxicology studies have not been published for this compound. It is handled as a standard laboratory chemical.
References

[1]. Pyrrolidine PNA: a novel conformationally restricted PNA analogue. Org Lett. 2000 Dec 28;2(26):4161-3.

[2]. Characterization of cis-4-hydroxy-D-proline dehydrogenase from Sinorhizobium meliloti. Biosci Biotechnol Biochem. 2018 Jan;82(1):110-113.

Additional Infomation
cis-4-hydroxy-D-proline is a 4-hydroxy-D-proline with an R configuration at the 4-position. It is a metabolite, specifically a mouse metabolite. It is a zwitterionic tautomer of cis-4-hydroxy-D-proline. Cis-4-hydroxy-D-proline has been reported in Daphnia pulex and Aeromonas veronii, with supporting data.
HD-cis-Hyp-OH (cis-4-hydroxy-D-proline) is a stereoisomer of hydroxyproline used as a research tool for studying collagen structure, protein folding, and amino acid metabolism. Hydroxyproline is a major component of collagen and is involved in collagen stability. The compound is not a drug and has no therapeutic indications. It is available for laboratory research use only.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C5H9NO3
Molecular Weight
131.13
Exact Mass
131.058
CAS #
2584-71-6
PubChem CID
440014
Appearance
White to gray solid powder
Density
1.4±0.1 g/cm3
Boiling Point
355.2±42.0 °C at 760 mmHg
Melting Point
243 °C (dec.)(lit.)
Flash Point
168.6±27.9 °C
Vapour Pressure
0.0±1.8 mmHg at 25°C
Index of Refraction
1.540
LogP
-1.84
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
1
Heavy Atom Count
9
Complexity
125
Defined Atom Stereocenter Count
2
SMILES
C1[C@H](CN[C@H]1C(=O)O)O
InChi Key
PMMYEEVYMWASQN-QWWZWVQMSA-N
InChi Code
InChI=1S/C5H9NO3/c7-3-1-4(5(8)9)6-2-3/h3-4,6-7H,1-2H2,(H,8,9)/t3-,4-/m1/s1
Chemical Name
(2R,4R)-4-hydroxypyrrolidine-2-carboxylic acid
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
H2O: 100 mg/mL (762.60 mM)
DMSO: 1 mg/mL (7.63 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 100 mg/mL (762.60 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 7.6260 mL 38.1301 mL 76.2602 mL
5 mM 1.5252 mL 7.6260 mL 15.2520 mL
10 mM 0.7626 mL 3.8130 mL 7.6260 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
/

Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
+
+
+

Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Contact Us